Stockbridge VT Homes


If you want to learn about Stockbridge, Vermont, Killington’s second nearest neighborhood to the north, contact Kyle Kershner today. Stockbridge was Kyle's home for 14 years and his expertise about this community and the property therein is truly unsurpassed. Conveniently located in the Route 100 corridor, Stockbridge is a cornucopia of real Vermonters, down-country transplants and local ski bums, offering both vacation and primary residential homes. From affordable hunting camps to mountaintop retreats, and from traditional Vermont farmhouses to ultra-modern contemporaries, Kyle Kershner can help you find a Stockbridge property that is right for you. Start here to browse all the homes currently for sale in the town of Stockbridge, VT.

2076 South Hill, Stockbridge, VT 05772

Price$1,450,000

Est. Mortgage: $/month

MLS Number 4643341

  • Residential Single Family
  • Bedrooms 1
  • Bathroom 1
  • Stories 1.5
  • Construction Existing

151 mountain top acres with breathtaking 360 degree views. This extraordinary land offering provides astonishing views from the proposed homesite at the pinnacle of the property - Mount Washington to the east, Camel's Hump to the north, Killington and Pico to the south and Sable Mountain to the west. A four-bedroom septic system is in place and the property features several existing structures, including a 30 x 60 heated garage and workshop with generous living quarters above, which could be enjoyed while building the main residence, serve as a guest cottage or as caretaker's housing. The executive studio features vaulted ceilings, beautiful wide pine plank flooring, an open living area where you can relax by the woodstove, take in a movie or work from your mobile office. The gourmet kitchen offers granite countertops, stainless appliances, JennAire gas range and a wonderful deck to enjoy morning coffee or outdoor dining. Power is provided through a 24-panel solar array with battery storage and back-up generator; an insulated slab and R-50 walls and ceilings keep heating costs to a minimum. The land features numerous trails, direct VAST trail access and a complete forestry plan, highlighting numerous large birch stands with substantial timber potential. Minutes from I-89, Woodstock, Killington and the Upper Valley. There are few opportunities to own a legacy property of this caliber where you can design and build an estate that will endure for generations.

Listed by Kyle Kershner of Killington Pico Realty

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Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

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$
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$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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1400 Doubleday Hill, Stockbridge, VT 05751

MLS Number 4639886

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 4
  • Stories 2
  • Construction Existing

You probably never thought you could afford a Vermont property that makes you feel like you are on top of the world! This incredible property is priced at a fraction of what it would cost you to construct. Expansive views every direction you look along with being minutes from the slopes and a 5 minute drive of Green Mountain National golf course which is simply beautiful. The house was built with a design that could work for somebody looking for one level living, or the second floor and lower walk out level, allows you to have the capabilities of large gatherings, as the distinct living areas are perfect for just that. The 128 acres offers extreme privacy along with allowing you to experience great nature walks. This home offers a private first floor en suite, incredible hardwood floors and woodwork, wonderful blend of informal and formal rooms, and incredible mechanicals with Kohler whole house generator. There is also a spacious 2 car garage/barn that can accommodate all of your toys. Look all you want but you will not find another property that offers a house, view, land or location like this.

Listed by Hughes Group Team of Century 21 Premiere Properties

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Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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25 Fletcher Brook Road, Stockbridge, VT 05772

MLS Number 4369606

  • Residential Single Family
  • Bathroom 1
  • Stories 1.5
  • Construction Existing
  • Square Feet 1656

Privacy and Nature for a family or religious retreat, artist community, yoga spa are only a few of the many possibilities this 178 + acres of mixed wooded forest and meadow offer. Trails meander thought out the land to views of Pico, Killington to the west, Randolph hills to the north and with local southern and eastern exposures. A 26X36 custom post and beam barn is complete with a full 2nd floor living area. The lower floor is an open workshop with options to become more living space. Septic, well, solar and a generator make this special place ready for whatever your needs may be.

Listed by Terry Davis of Engel & Volkers Okemo-Woodstock

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Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

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Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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739 Tweed River Drive, Stockbridge, VT 05772

MLS Number 4631011

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 5
  • Stories 2.5
  • Construction Existing

Snowmobile, hike or bike out your door from this fabulous custom built post and beam mountain chalet! Located in the Highwood community which is minutes to world class skiing, snowboarding, and golf! This absolute gem features a large wrap around covered porch, gorgeous exposed beams from old New England barns, hand-scaped style floors, wonderful open concept floor plan on main living level, a superb chef's kitchen with Vermont Verde granite counters/slate floor/stainless appliances, beautiful living room with stone fireplace and handsome log mantel, luxurious master suite with large walk-in rain shower, and awesome third level tree house loft bedroom the kids will just love! The lower walk out level makes this sweet retreat complete with large recreation room with fieldstone fireplace, second kitchen, and bathroom with sauna and jetted tub! You must see this home today to fully appreciate all it offers!

Listed by Marni Rieger of Peak Property Real Estate

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Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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332 Music Mountain, Stockbridge, VT 05772

MLS Number 4489498

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Area Rural
  • Stories 2

Horse owners paradise!! Sable View Farm is ready for it's next owner to appreciate it. The 4 bedroom, 2.5 bath Colonial home is warm and inviting. Large bedrooms, great light, shining Brazilian hardwood on the 1st floor and high ceilings. For the horses - a beautiful 5 stall barn with 10X10 stalls, hay loft that fits 500 bales, tack/grain room, water and power. 60X120 INDOOR ARENA for those VT winters and shaded for hot summer rides! All on 21 acres with dirt roads and woods access for riding. A horse lover's dream!

Listed by Ivy Naef of Greentree Real Estate

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Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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399 Timber Hawk, Stockbridge, VT 05772

Price$299,000

Est. Mortgage: $/month

MLS Number 4663857

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 3
  • Stories 2.5
  • Construction Existing

Solar System, Heat Pumps, Private Septic, Sauna and more. This house has it all, with low utility cost you can be ready for the future here. Situated on an open lot with beautiful mountain views the whole year brings beauty in central Vermont. Easy access to Killington Resort, Pico Mountain and many golf courses. This is a must see for anyone looking for a beautiful home to call your own. Call today for a private showing.

Listed by Nathan R. Mastroeni of Killington Pico Realty

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Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

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Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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231 Blanchard Road, Stockbridge, VT 05772

Price$279,000

Est. Mortgage: $/month

MLS Number 4491020

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Stories 2
  • Construction Existing

FIRST TIME OFFERED ON MARKET! EASY ACCESS TO VAST SNOWMOBILE TRAILS & 25 MINUTES TO KILLINGTON MOUNTAIN RESORT! This beautiful, immaculate, custom built Contemporary gem is a tranquil spot to unwind! The private property is located at the end of the road on 3 acres with AMAZING VIEWS! The 3 bedroom/2 bath home has an attached 2 car garage, spacious mudroom, open kitchen with woodstove and a wonderful all glass sunroom/dining area, cozy living room with a Soapstone woodstove, gorgeous master suite with jetted tub and walk in closet, 2 guest rooms, and an office/den room. The home has an efficient wood boiler as well! Close to great swimming areas, world class golf, and easy proximity to I-89. 40 Minutes to Dartmouth/Hanover. Come check out this sweet retreat in the heart of the Green Mountains today! Must see to appreciate all the property offers! Ideal for primary or vacation home!

Listed by Marni Rieger of Peak Property Real Estate

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Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

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Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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3768 Route 107, Stockbridge, VT 05772

Price$215,000

Est. Mortgage: $/month

MLS Number 4616819

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 2
  • Stories 2
  • Construction Existing

A California inspired modern home in both design and siting, From its two story ceilings to masterful, yet subtle woodwork details, its covered side porches to its 200 foot promenade of stepped gardens constructed with Danby marble. Open, friend-gathering kitchen, a second floor landing for meditation or reading, a day bed tucked into a corner for napping. Large windows and views everywhere. 8 X 8 Guest House. This private sophisticated mountain top home is nestled into one of the most interesting, visually charged locations with 24 acres, a roaring brook, and privacy. Close to skiing and Woodstock. Seller offering $5000 at closing toward new appliances.

Listed by Patricia Balbirnie of Four Seasons Sotheby's Int'l Realty

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Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

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Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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131 Kelly, Stockbridge, VT 05772

Price$205,000

Est. Mortgage: $/month

MLS Number 4661585

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Stories 1
  • Construction Existing

2.7 acres offering a 3 bedroom ranch with fully finished walk-out basement. 3 stall horse barn with fields, this property is on a private road within 15 minutes from Killington and I-89.

Listed by Sherri McPhetres of Vermont Heritage Real Estate

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Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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5321 VT Route 107, Stockbridge, VT 05772

Price$199,900

Est. Mortgage: $/month

MLS Number 4618108

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Area Near Skiing
  • Stories 2

Whether you're excited for summer...or happy about the foot of snow that dropped yesterday here in Vermont, this home has it all to offer! With 175 feet of beautiful water frontage and its location just 15 minutes from Killington, you're sure to enjoy the best of Vermont's recreation. Fly fishing, swimming and tubing are all right out your back door! This home has been lovingly cared for and maintained by the same owners for the past 30 years. Currently used as a multi-family home, it offers a great rental history, yet a large main home space for those looking to entertain and have family functions. The main level offers a nicely heated living area from the efficient pellet stove. In the upstairs apartment or guest apartment, you'll find a beautiful field stone fireplace...and an adorable loft the kids are sure to enjoy! Centrally located between Rutland, Barre and the Upper Valley, the home offers a wonderful location in a rural neighborhood.

Listed by Kate Jarvis of Four Seasons Sotheby's Int'l Realty

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Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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5321 VT Route 107, Stockbridge, VT 05772

Price$199,900

Est. Mortgage: $/month

MLS Number 4638988

  • Multifamily Multi-Family
  • Units 3
  • Bathroom 3
  • Square Feet 3070
  • Acreage 1

Live in one unit, and rent out the other two to pay the mortgage! This three unit home is currently owner occupied and has been home for 30+ years, both additional units are currently leased and on an annual basis. Centrally located between Rutland and Montpelier, this Stockbridge, Vermont home is less than 20 minutes to Killington Ski Area and all of its additional recreational amenities. All major utilities are updated from the baseboard hot water system, to the blown-in insulation. You'll find the pellet stove in the main level unit and fireplace on the second level help to keep you cozy during the winter months, and the backyard frontage with direct access to the White River is perfect for those hot summer Vermont days. Inquire with questions and/or to set up a showing.

Listed by Kate Jarvis of Four Seasons Sotheby's Int'l Realty

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Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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6318 Vermont Route 107, Stockbridge, VT 05772

MLS Number 4617225

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Area Near Skiing
  • Stories 2

This conveniently located Vermont home is situated on 6.5 acres, and sits over 300 feet back from Vermont Route 107, making it an easy 20 minute commute to Killington Ski Area, and less than 7 miles from I89 access. The current owners have loved and maintained this home through generations of family. Inside you'll find an open concept living, dining and kitchen area heated with the warm Vermont Castings wood stove. Complete with three bedrooms and a full bath on the main level. Enjoy the finished space on the lower level as well, complete with a large den, additional bedroom and full bath. You'll love the year round stream on the property, that you can hear from the extended deck off of the dining area, as well as the abundance of wildlife this Vermont home offers. The property and land include two large meadows, great for Vermont outdoor recreation as well.

Listed by Kate Jarvis of Four Seasons Sotheby's Int'l Realty

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Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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12 Lilliesville, Stockbridge, VT 05772

Price$179,000

Est. Mortgage: $/month

MLS Number 4675467

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Area Rural
  • Stories 1.5

Traditional country cape in a lovely, wooded setting. This 3BR/2BA home features a fully insulated, 4-season sunroom with woodstove, an open kitchen and dining area with tiled kitchen floor, island and wide pine plank flooring in dining room, a sunny living room, two bedrooms upstairs, including master with large walk-in, a full basement, updated heat and hot water and a lovely private patio off the back. This adorable house would make an ideal starter home or an affordable vacation home, close to Killington, I-89, the Upper Valley and Woodstock.

Listed by Kyle Kershner of Killington Pico Realty

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Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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350 Kelly, Stockbridge, VT 05772

Price$164,500

Est. Mortgage: $/month

MLS Number 4508768

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 2
  • Area Mountain, Rural
  • Stories 1.5

Adorable expanded A-frame chalet with fireplace, standing seam roof, master bedroom suite, guest bedroom, loft and partial basement on over 12 acres with exceptional views. This remarkable property includes a pole barn, baseboard hot water fired by oil or outdoor wood boiler, a whole house generator, and a Vermont Castings fireplace insert that throws heat while retaining the traditional cabin ambiance. High atop Kelly Hill, this private mountain retreat affords spectacular views all the way to Killington.

Listed by Kyle Kershner of Killington Pico Realty

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Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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1771 Route 100, Stockbridge, VT 05772

Price$159,000

Est. Mortgage: $/month

MLS Number 4647174

  • Multifamily Multi-Family
  • Units 2
  • Bathroom 2
  • Square Feet 2316
  • Acreage 3

Two-family home, centrally located, close to skiing, Vermont Law School and Gifford Medical Center, short drive to Upper Valley. The east features two bedrooms, a full bathroom, living room, kitchen and crawl space; west side offers same plus den and full, dry basement with storage; separate utilities and heating systems, washer/dryer hookups in each unit. West side rents at $925/month, east side $850/month. Great rental property in very good condition or affordable starter home with supplemental income.

Listed by Kyle Kershner of Killington Pico Realty

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Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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256 One Way, Stockbridge, VT 05772

Price$159,000

Est. Mortgage: $/month

MLS Number 4403462

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Area Mountain, Rural
  • Stories 1.5

Located in the Timber Hawk community is this contemporary home with an attached garage and woodworking shop. Four bedrooms and two baths, open concept with fireplace and deck for enjoying the outdoors year round.Furnished and ready to move in.

Listed by Patricia Harvey of Xsell Realty LLC

{$agent->Name}

Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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75 Tweed, Stockbridge, VT 05772

Price$159,000

Est. Mortgage: $/month

MLS Number 4659880

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 2
  • Area Rural, Valley
  • Stories 1

Beautifully updated one-level home with long range views and river frontage on the scenic Tweed River. This 3BR home features an open floor plan, a handsome fieldstone fireplace with woodstove insert, updated kitchen, two updated bathrooms, and new tile and carpeting throughout. Located close to Killington and Pico ski resorts, hiking, fishing, and a stone's throw to the VAST trail. An attractive, move-in ready house in a lovely setting.

Listed by Kyle Kershner of Killington Pico Realty

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Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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74 Ranney Road, Stockbridge, VT 05772

Price$139,000

Est. Mortgage: $/month

MLS Number 4623725

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 1
  • Area Rural, Valley
  • Stories 1.5

This adorable traditional home on 4+ acres, overlooks the White River and offers four bedrooms, a country kitchen, bright and open dining room, four-season sunroom, and a two-car detached garage. Classic period features include cornice returns, Shaker style doors, wrought iron hardware and wide trim with door and window pediments. Modern updates include a standing seam roof, new windows, vinyl siding and new heating and hot water systems. This old house will be a wonderful, charming place to call home with a little TLC. Priced to sell below assessed value.

Listed by Kyle Kershner of Killington Pico Realty

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Killington Pico Realty
2814 Killington Road
PO Box 325
Killington VT, 05751
Office: 802-422-3600

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 2018 Northern 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. Subject to errors, omissions, prior sale, change or withdrawal without notice. This web site is updated daily.