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!

Tour Southern Vermont Homes for Sale

Contact TPW Real Estate at any time with questions or a request to schedule a viewing.

Search smarterRegister with our site to save your favorite listings and get updates when similar properties are new to the market.

r=25-36

Close to Everything! Stunning Updated Contemporary Chalet

70 Little John Drive Manchester VT 05255

Manchester, VT70 Little John Drive

Price$349,500

Est. Mortgage: $/month

MLS Number 4806653

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,428

The mid-century charm of this artistically renovated cozy hilltop chalet belies the chic contemporary interior. New roof (2020) and upscale amenities abound in this immaculate 3-bed, 2-bath open-plan sparkler. High ceilings and voluminous windows in the large living room maximize the visual impact of the magnificent radiant-heated Brazilian cherry floors. Native Vermont hardwood stairs lead to an elevated dining area and kitchen featuring Italian tile floors & soapstone countertops as well as top-shelf appliances featuring Liebherr & Fisher Paykel. When the Vermont breeze through the restored Pella casement windows isn't enough, an energy efficient split-coil air conditioner keeps the entire house cool and also features modes for heat, de-humidification, and air circulation. Full water filtration system in the laundry room where you'll also find a wifi-connected leak-detecting water shutoff and a high-efficiency on-demand boiler that provides instant hot water without a tank. Additional energy savings are achieved thanks to spray foam insulation. Modern full bathrooms feature radiant heated floors & intelligent appointments - even a heated towel rack! Minutes from the center of town, this home sits in a great private Manchester neighborhood on the ski-side, less than 10 minutes to Bromley, 15 to Stratton! Perfect as a primary residence for the outdoor enthusiast or a fantastic investment property. Move right in to this easy to clean and maintain Green Mtn. gem!

Listed by Greg Cutler and Elliott Nachwalter of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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

10 West Road Bennington VT 05201

Bennington, VT10 West Road

Price$349,000

Est. Mortgage: $/month

MLS Number 4816120

  • Residential Single Family
  • Village Old Bennington
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2

This unique & historic home, the former Old Bennington Schoolhouse, isn't your grandmother's one-room school. The original building, which dates back to 1881, has high ceilings, tall windows, wainscot walls, hardwood floors, a huge living room, a small kitchen and bathroom, & a stage that's closed off with French doors to make it a bedroom. It also has a very bright room on the lower level with four windows & a slate floor that could be used as an office, a sewing room, an art studio, or another bedroom. The modern addition put on in 1999 has a large bedroom with a huge Palladian window that looks out onto the similar Palladian windows of the Old First Church just up the street. The view of the church from the bedroom is particularly stunning when the church is lighted up on winter nights. It also has a large bath and a very large combination kitchen & family room. The one-acre yard has lush gardens, a bluestone patio, stone walls, granite birdbaths, and peach, pear, plum and cherry trees & ten apple trees. It has views of the Battle Monument & Mount Anthony, & the eastern border is a small brook. The amenities include a "Defiant" wood stove, a gas fireplace, ceiling fans, a whirlpool bath, & built-in cabinets and bookcases. It's surrounded by quality properties, including the 18th century home of former Governor Isaac Tichenor & the Four Chimneys Inn, as well as the Bennington Museum & the Old First Church, which includes the grave of Robert Frost.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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

14 Benson Fuller Drive Winhall VT 05340

Winhall, VT14 Benson Fuller Drive

Price$329,000

Est. Mortgage: $/month

MLS Number 4601422

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,550

Newly renovated exterior and paint on this contemporary style home. Located approx 5 minutes from Stratton base area and lifts. Living area and deck boast great views of surrounding ridge lines and Bromley Mountain. Vermont slate floors and fireplace warm the home. Three bedrooms located on the first level and a 3rd floor with plenty of sleeping options - a great home to escape to Vermont!

Listed by Chrissy Carroccio of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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

58 Hicks Lane Manchester VT 05255

Manchester, VT58 Hicks Lane

Price$310,000

Est. Mortgage: $/month

MLS Number 4761741

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 3,029

An oasis in downtown Manchester with almost an acre of beautifully landscaped level land with 2 outbuildings and fenced yard! Master suite with full bath and walk in closet. 2 additional bedrooms share additional 3/4 bath. One bedroom currently used for upstairs eat-in kitchen as part of in-law suite that includes an enormous bonus room over garage with separate entry covered outside stairwell and parking spot! Endless possibilities for rental potential through short-term providers. Large living room / dining with access to 3-Season porch! Eat-in kitchen has entry to over-sized attached 2 car garage that will fit two pickup trucks! Enter the basement with laundry and mechanicals from the garage with tons of storage or other possibilities. All measurements approximate.

Listed by Greg Cutler of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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

361 Stonehenge Lane Poultney VT 05764

Poultney, VT361 Stonehenge Lane

Price$299,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4721482

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,500

Great opportunity to own a lake front home on Lake St. Catherine in Poultney, Vermont. 3 bedrooms, 1 1/2 bathrooms, renovated and ready to move! New kitchen, big decks, great views, and lake access make up this easily to get to property on Stonehenge Lane.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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

258 Howard Hill Road Londonderry VT 05148

Londonderry, VT258 Howard Hill Road

Price$298,000

Est. Mortgage: $/month

MLS Number 4753275

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3,389

Currently, this home enjoys SCHOOL CHOICE for High School and Flood Brook for K-8. A great 4 bedroom home for enjoying the peace and quiet of the Vermont countryside within close proximity to the many activities Southern Vermont has to offer! MOTIVATED SELLER! Adjoining Powder Mill, a 400 acre tract of woodland, this home is located in a prime ski and golf recreational area designed for the nature enthusiast. The area was planned as a conservation retreat with a network of hiking trails, ponds.

Listed by Annie Bessette of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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

164 Walsh Road Sandgate VT 05250

Sandgate, VT164 Walsh Road

Price$290,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4805656

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,100

Exceptional Retreat !!!!!!! Classic Vermont setting on a knoll over looking the valley and spectacular mountain views. 91.3 private acres with plenty of options for exploring, hiking and more. Well built house with vaulted ceilings , wood flooring on main level, central air, large kitchen all flowing to a deck with "view." Also, an automatic full house generator. Most of the acreage in current use, allowing for lower property taxes. Property is turn key with furnishings. More photos coming soon.

Listed by Steven Bryant of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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

62 Landman Lane Jamaica VT 05343-4681

Jamaica, VT62 Landman Lane

Price$230,000

Est. Mortgage: $/month

MLS Number 4813234

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 1,421

The Perfect little get away.. part time or full time.. easy access to all ski areas but tucked away in its own little nook, quiet and private. Cozy log cabin with 4 bedrooms/sleeps 10, but with easy living in a great room/living room/kitchen/dining area.. heated with a wood stove and tall chimney.. this is an easily warmed house on cold winter days. Big deck in the summer makes for great BBQ'ing and relaxing outside and listening to birds chirp.. not many other noises to disturb you:). Low maintenance, easy access.. come have a look and see what easy living in Vt looks like.

Listed by Wilkie Bushby of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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

3412 West Sandgate Road Sandgate VT 05250

Sandgate, VT3412 West Sandgate Road

Price$230,000

Est. Mortgage: $/month

MLS Number 4811442

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 1,792

An extraordinary opportunity to own a secluded, private and beautifully maintained 3 bedroom, 3 bath home with enormous kitchen/family room, dining room and living room! The property also includes a cottage, large metal building for many uses and a single car garage/workshop on 7.3 rural private acres! Lots of income potential for rent-able cottage and metal building big enough and suitable for RV storage. Metal building has large front and back doors with existing storage racks and has electric service. The Terry Brook runs alongside and through the property. Agriculture opportunity with large meadow. The circular drive makes entering and exit a breeze! All measurements approximate.

Listed by Greg Cutler and Steven Bryant of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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

351 Lovejoy Brook Road Andover VT 05143

Andover, VT351 Lovejoy Brook Road

Price$210,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4797356

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,171

Dream house, log house, doll house....call it what you want, but you will call it home. This is a sweet house and it's turnkey, ready for you. You will only need to bring your toothbrushes and pj's. This home is set back from the road and screened by trees...just enough to give you privacy, but you won't feel isolated. Out back, you can enjoy the brook. On a town gravel road just about 6 miles to Ludlow's traffic light. Drive in and park in the garage if you like. When you walk up to the house, the first thing you will notice is the screen porch that runs the full width of the house. Sit and relax. You will feel your worries disappear! Walk in to a home that feels like Little House on the Prairie...fully decorated with antiques and folk art in every room. It's absolutely stunning. A small quiet living room off to the left, and on the right side you have a large country kitchen with dining/sitting areas. This might just have the best kitchen window on the market. The first floor has a bedroom and neat bath with a cast iron soaking tub. Upstairs are two more bedrooms or one bedroom and a sitting area. A 3/4 bath upstairs. Maybe you want to get away from technology, and this is the perfect spot to do it. If you can't, then you will appreciate the Fiber-optic internet. You might want to come see this one soon. I think someone is going to fall in love before long. Everything stays...you won't believe your eyes. Don't take my word for it. See for yourself!

Listed by Betty McEnaney of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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

171 Castaldo Road Andover VT 05143

Andover, VT171 Castaldo Road

Price$205,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4787098

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 1,536

This is a great opportunity for you. Just imagine a home that is worry free and easy to get to. Recreation opportunities abound...several golf courses, fishing, hiking, cycling, recreation parks at the ski areas. If you are skiers, you will love the proximity to multiple areas! Magic 5 mi, Okemo 12 mi, Bromley 14 mi, Stratton 20 mi, Killington 33 mi...you will never get tired of skiing in the area! This home is an easy keeper. With the wooded lot that goes down to the river, there is very little grounds maintenance. The roof is brand new. The fiber optic internet is a great advantage. Updated energy efficient baseboards which are remotely controlled by Nest thermostats The walls and flooring have all been redone. There is a stunning brick fireplace that will be the source of many relaxing evenings and a wall of windows to bring the outside in. There are four bedrooms including a master with private bath. A small sitting room will be a mini office or playspace. Hike down to the private frontage on the Williams River in summer or just take it in from the wrap around deck. There is much to do in every season, explore the area, or just kickback and relax. This may be just the home for you located on a quiet, dead end, town maintained gravel road just off a paved main road. Just imagine the great times you will enjoy in the hills of Andover!

Listed by Betty McEnaney of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* 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

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: 3.03% last updated on Jul 9, 2020
* 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

Broker Reciprocity

Copyright 2020 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 13, 2020.