Our Southern Vermont Residential Listings

If you are looking for Real Estate in Southern Vermont, you’ve come to the right place! We specialize in Residential properties in Southern Vermont’s premier Ski Resorts like Stratton, Bromley, and Magic Mountains as well as the quintessential Vermont towns like Manchester and Dorset. Whether you are looking for a primary residence or a luxurious vacation home, country or mountain setting, close to town or private country setting with acreage, we have the property for you!

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381 Winhall Hollow Road Winhall VT 05340

Price$289,000

Est. Mortgage: $/month

MLS Number 4724147

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 3,024

Listed by Peggy O'Neill of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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2425 Pikes Falls Road Jamaica VT 05343

Price$274,500

Est. Mortgage: $/month

MLS Number 4755401

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 1,425

If you Love being IN Nature.. this might be the house for you. Spectacular setting overlooking Ball Mountain Brook. This unique year round home offers unique views and listening too and looking at the gorgeous river below. The deck is huge and perched atop the river bank provides an amazing setting for year round fun, entertaining and luxurious living. New appliances and gourmet kitchen compliment this really cool, cozy 2 bedroom with big loft (could easily be a 3rd bedroom). 2 car heated garage, makes getting in and out easy. Incredible woodwork, stained glass inserts, gorgeous attention to details.. rock solid building. Easy access to Stratton, Jamaica and Brattleboro just 30 minutes away. Skiing, Golf, Tennis, Swimming, Hiking, Biking all just outside your door. Come see this stunning and very solid custom home in amazing setting .

Listed by Wilkie Bushby and Annie Bessette of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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5031 Pikes Falls Road Jamaica VT 05343

Price$255,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4755400

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,254

This lovely updated 4 bedroom house is just minutes from Stratton yet feels like its in the woods a long ways away. The gourmet kitchen with luxe wine bar and dining area and TV family room area are all connected allowing everyone to enjoy each others company in comfort. 1 bedroom down and 3 up makes sure everyone has plenty of space. The outside fire pit area will be a huge hit with all guests, whether it be in Winter, Summer or Fall. Hot Tub hook up done. Electric Awning done. Large 2 car heated garage. This house has great solid structure and all systems are a go. Very short distance to Pikes Fall swimming, 3 min drive to Stratton skiing and golf and tennis and hiking and biking.. this is a great possible full time residence to enjoy all that Vermont has to offer. Would be extremely easy to rent out too, if desired.

Listed by Wilkie Bushby and Annie Bessette of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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597 Church Street Chester VT 05143

Price$249,999

Est. Mortgage: $/month

MLS Number 4744957

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,031

Perched on its 1 acre with lots of sunshine, this 3 bedroom home offers the convenience of Village lifestyle. One level living with wheel chair accessible elevator to a lower level garage and basement storage. Living and dining areas both with large windows and wood burning fireplaces. A sun room porch just off the remodeled kitchen. The large master suite has a gas stove for warmth and a handicap accessible bathroom. 2nd bedroom with a 1/4 bath and a 3rd bedroom with wonderful built-in shelves and desk that can also be used as a study. A landscaped yard with fruit trees, stone walls and a frog pond finish off this great home.

Listed by Jessica Citera of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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6 Harrington Cross Road Tinmouth VT 05773

Price$249,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4725790

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 5
  • Square Feet 1,800

Tucked away in bucolic Tinmouth, Vermont, this 1840s victorian farmhouse with 5 bedrooms, 2 bathrooms, a great room, and a 2 car garage set on 11+/- acres is ready to be home to anyone! A 1980s addition provides a nice open space with loft and excellent views out to pond and meadows. With rolling meadows, a large swimming pond, and on a country dirt road, this home abounds with privacy, views, quiet peace of mind, and is ready for the next owner to make it into his/her "home".

Listed by Paul W. Carroccio and Marek Kovac of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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366 Winhall Hollow Road Winhall VT 05340

Price$219,900

Est. Mortgage: $/month

Active With Contract

MLS Number 4747478

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,539

Great Winhall Hollow Road Address! This home is located in excellent proximity to all things necessary and the neighboring lot is State Forest! Minutes from Stratton for Golf and Skiing, Manchester for shopping and Gale Meadows for fishing, swimming and paddling, this convenient location offers the most for the outdoor enthusiast! The interior is laid out to accommodate a large living space and kitchen, three bedrooms and three baths. Recent upgrades include new carpet and paint. Over the garage is an extra room with wonderful space for an extra living room or a studio. Ample windows provide for natural light throughout. Easy access and a nice yard complete the package. Make an appointment is see this today!

Listed by Alison Clayton-Cummings of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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8 Landgrove Hollow Road Landgrove VT 05148
Pending

MLS Number 4724326

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 12
  • Square Feet 4,000

A rare opportunity in Landgrove! The possibilities are endless with this property. History knows it was a charming Inn, a vacation and ski lodge which later evolved into five individual apartments. Nestled in the Green Mountains on 10 acres with 2 ponds, abutting the National Forest, a creative mind and some TLC can work wonders on this diamond in the rough. Minutes from Bromley, Stratton, Magic and Okemo, cross country skiing and hiking out the back door and Manchester Village is only minutes away. Ever dream of living quarters with Air BNB space, room for a small farm, an artist retreat perhaps? This property has all the elements to get you there! Property being sold as-is. In need of a septic system. This country-living gem is waiting for your vision! Make an appointment to see it today!

Listed by Alison Clayton-Cummings of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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 A VisitAsk A QuestionMore Details

896 30 Route Dorset VT 05251

Price$199,000

Est. Mortgage: $/month

MLS Number 4749477

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 1,200

Great starter home located close to Dorset Elementary School and between Manchester and Dorset. Currently used as a commercial multi-tenant property, but can be converted back to residential.

Listed by Paul W. Carroccio and Marek Kovac of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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 A VisitAsk A QuestionMore Details

19 Harrington Road Windham VT 05359-9626

Price$199,000

Est. Mortgage: $/month

MLS Number 4730330

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,154

Windham Gem! Classic New England cape on a corner-lot with an attached garage. Minutes to Magic, Bromley, and Stratton. Nearby access to the VAST Trail System. Relax by the wood stove insert after a day on the slopes. Living space has views of the church next door or the Green Mountains in the winter. Efficient kitchen has all the comforts of home, with a stove, refrigerator and energy star rated stackable washer and dryer. Main level master bedroom has a private, recently renovated full bathroom. Upstairs two bedrooms share another full updated bathroom. Wood storage shed and furnishings included.

Listed by Andie Fusco and Mary Kate Grey of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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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115 Brophy Lane Londonderry VT 05148

Price$180,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4764699

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,124

This cozy home is convenient to the center of Londonderry and just down the road from great Southern Vermont skiing and riding. Living space has floor to ceiling windows that fill the rooms with natural light, lots of wood features and beams, all warmed up on the colder days by the pellet stove. A large deck off the living area is great to enjoy the outdoors anytime of year. Two bedrooms located on the first floor with more space to sleep in the second story loft. A second floor over the garage offers a full bath and sauna.

Listed by Jessica Citera of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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 A VisitAsk A QuestionMore Details

308 Greendale Road Weston VT 05161

Price$169,000

Est. Mortgage: $/month

MLS Number 4674850

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 1,080

Back Country enthusiast's paradise! Live off the grid in this solid and cozy cabin located in the heart of the Catamount trail system, North America's longest ski trial that winds its way thru Vermont for over 300 miles. This special property is bordered by the Green Mt. National forest and offers trail access to snowmobile, cross country ski, snowshoe, hiking and hunting. Swim in your own pond, or the many swimming holes that dot the brook running along the town maintained road. The rustic charm of this largely unfinished cabin is ready for its new owners to enjoy.

Listed by Karin Hardy of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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 A VisitAsk A QuestionMore Details

33 100 N Route Jamaica VT 05155

Price$160,000

Est. Mortgage: $/month

MLS Number 4680489

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 1,329

Charming historical farmhouse with barn located within minutes of the mountains! On the first floor you will find a full kitchen with walk-in pantry and soapstone sink next to separate dining and living rooms. A bathroom, master bedroom and full washer/dryer set can also be found on the main level. The second story has 2 bedrooms, one enjoys a spacious sitting room or office space. Upstairs has 2 large closets with plenty of storage space for all of your gear. This unique property is zoned for both commercial and residential use. The Winhall River borders the lot and it is located in a Flood Zone.

Listed by Andie Fusco and Annie Bessette of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* 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 A VisitAsk A QuestionMore Details

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Copyright 2019 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 August 22, 2019.