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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19 West Street Rutland City VT 05701

Rutland City, VT19 West Street

Price$299,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4725789

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 6
  • Square Feet 3,022

Great opportunity and value to own a well maintained, classic victorian multipurpose property in Rutland City. With a 3 bedroom, 1 bath plus den/office upstairs apartment on the second level and an existing, income producing suite of professional offices and meeting space on the first floor, this property boasts many possibilities! A single family residence, an office building, or two or three apartments! Or, simply leave it the way it is and collect rent checks! Classic features abound in this early 20th century victorian property. Ideal location across from Berkshire Bank, near Main Street Park, and the Chaffee Art Center and just steps away from Merchants Row, Center Street, and Wales St in Downtown Rutland. Come see this great property and see for yourself!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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

Jamaica, VT2425 Pikes Falls Road

Price$274,500

Est. Mortgage: $/month

Active With Contract

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: 3.69% last updated on Oct 17, 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

Chester, VT597 Church Street

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: 3.69% last updated on Oct 17, 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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5622 Windham Hill Road Windham VT 05359

Windham, VT5622 Windham Hill Road

Price$222,500

Est. Mortgage: $/month

MLS Number 4779076

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,325

Sweet spot up on a hill in Windham! Surrounded by lovely perennial gardens and plenty of space for your veggies this yard has sunlight all day long! The main house has 3 nice bedrooms and one and a half baths, an open concept living space and a large enclosed porch in the rear. The downstairs level has access from the one car garage and is partially finished as a laundry space and sitting room. There is plenty of great space in this cute house! Exceptional studio space in the heated workshop. 32' x32' with 12' ceilings and large garage style doors, there are endless possibilities for this workshop! Priced to sell, take a look today!

Listed by Alison Clayton-Cummings of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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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213 Water Street Jamaica VT 05343

Jamaica, VT213 Water Street

Price$199,900

Est. Mortgage: $/month

MLS Number 4750803

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 2,200

Big price change on this Jamaica GEM! Set back from the brook with the sound of running water to enjoy , close to the ski area and walk to the coffee shop - what could be better?In town convenience and old world charm. This village home is tucked away on a side street with a river view. Large level lot with gardens and lots of potential for fresh ideas....bed and breakfast?....small farm? There is no zoning in Jamaica and the possibilities for this property are long. There is a main floor master bedroom with the potential for full handicap accessibility and additional bedrooms upstairs. Open concept living includes a large kitchen. Hardwood floors throughout. Attached garage. Come check out this opportunity today.

Listed by Peggy O'Neill and Alison Clayton-Cummings of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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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19 Harrington Road Windham VT 05359-9626

Windham, VT19 Harrington Road

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: 3.69% last updated on Oct 17, 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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896 30 Route Dorset VT 05251

Dorset, VT896 30 Route

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: 3.69% last updated on Oct 17, 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

115 Brophy Lane Londonderry VT 05148

Londonderry, VT115 Brophy Lane

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: 3.69% last updated on Oct 17, 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

Weston, VT308 Greendale Road

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: 3.69% last updated on Oct 17, 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

Jamaica, VT33 100 N Route

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: 3.69% last updated on Oct 17, 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

24 Chase Road Windham VT 05359

Windham, VT24 Chase Road

Price$159,000

Est. Mortgage: $/month

MLS Number 4759419

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 5
  • Square Feet 2,691

Center of South Windham with character and so many possibilities. This antique gem originally had a dance hall on the third floor. Many bedrooms on the second floor allow ample space for friends or rental? In need of updating but with good bones this home is offered as-is. Systems all work and home is being lived in currently. Filled with pretty woodwork and accents throughout. Wonderful mature gardens contain perennials, flowering shrubs, blueberries, rhubarb, currents and grapes. Don't let this sit too long! Make it yours today!

Listed by Alison Clayton-Cummings of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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

57 Cody Road Landgrove VT 05148

Landgrove, VT57 Cody Road

Price$115,000

Est. Mortgage: $/month

MLS Number 4781197

  • Residential Single Family
  • Construction Existing
  • Square Feet 637
  • Acreage 1
  • Stories 1.5

This adorable cabin has had recent work completed to provide a jump-start for the next owner. Power is on, a septic design for a 2 bedroom Presby mound system is available, the drilled well is not connected. Tiny house living? Seasonal camp? Landgrove location on approx. 1+/- acre. All measurements are approximate.

Listed by Annie Bessette of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.69% last updated on Oct 17, 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

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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 October 18, 2019.