Our Southern Vermont Listings

Discover our latest real estate listings in Southern Vermont. The homes we have listed for sale offer a variety of styles, locations and price ranges. Please enjoy our special property listings and contact TPW Real Estate at any time with questions or a request to schedule a viewing.

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504 Main Street Peru VT 05152

Peru, VT504 Main Street

Price$1,800,000

Est. Mortgage: $/month

MLS Number 4816166

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 4
  • Square Feet 6,283

Peru Farm, the iconic property located on 11.8 acres in the village of Peru, Vermont and known as the 'Deacon Wyman House'. This historically significant 1840 home was expanded upon and rebuilt in early 2000's with the highest attention to detail and craftsmanship, including all modern conveniences. The back patio of this gentleman's farm feels miles from everything, yet it's minutes to Stratton, Bromley, and Magic Mountains for winter sports. Watching and waving hello to the patrons of the Peru Fair from the rocking chairs on the wrap around covered front porch is an annual tradition. Wide plank pine floors, reclaimed barn beams, and 6 fireplaces allow you to live your best Vermont life in this home. Hand painted mural of the village of Peru in the casual dining room brings a smile to all guests. The expansive kitchen is the hub, and is open to the great room, bar, and flows to the stone patios from multiple doors. Screened porch brings the outside in, allowing the grounds and gardens to be appreciated from inside and outside. The study on the main floor is a home office masterpiece. Top of the main staircase brings you into the library, with built ins and bright sunlight. The master suite with sitting room, dual walk in closets, and fireplace has the best view of the farm from its many windows. The three bedroom suites each have a full bathroom in tasteful finishes. Game room, gym, or remote school room also with a full bathroom and deck with full privacy to the back yard.

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.

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314 North Bennington VT 05201

MLS Number 4816195

  • Commercial

The first chance in over 50 years to own a landmark restaurant in Southern Vermont - The Blue Benn Diner is available for sale along with the real estate, business, fixtures, and furniture. The business consistently produces strong gross and net revenues and has provided the selling family a very stable source of income while providing the Bennington community a staple and well known meeting and eating establishment. Additionally, the real estate stretches from Route 7 (North Street) through to County Street and can provide for additional parking, expansion, development, etc.

Listed by Marek Kovac and Paul W. 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.

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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.

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33 Vacation Lodges Londonderry VT 05148

MLS Number 4815872

  • Rentals
  • Bedrooms 4
  • Bathroom 2
  • Lease $0

Come get away from it all and stay in this mint condition adirondack style custom built retreat. You will be tucked away off of the main roads yet close enough to town to grab a bite to eat or do some convenient grocery shopping. This home has beautiful details throughout. The floor to ceiling hand stone work fire place sets the the tone in the main living area. It is two stories high. The windows surround the living area with access to the stunning surrounding nature. A true luxury get-a-way with a rustic elegant environment.

Listed by Peggy O'Neill 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.

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1065 Chester Road Grafton VT 05146

Grafton, VT1065 Chester Road

Price$439,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4814562

  • Residential Single Family
  • Bedrooms 4
  • Construction Existing
  • Bathroom 3
  • Square Feet 2,420

Tucked away just one mile from the quintessential Vermont village of Grafton your oasis awaits you! This 4 bedroom 3 bath farmhouse is bordered by stone walls and surrounded by beautiful perennial gardens. The open floor plan has exposed beam construction taken from an old barn in Springfield Vermont. The large open foyer leads into the dining room and living room with cathedral ceilings and a two sided fireplace that makes you feel right at home. Updated kitchen with granite counter tops and stainless steel appliances. Spectacular four season sun room with marble flooring offers plenty of light and is a cozy spot to curl up with a book or just stare aimlessly at natures beauty. Main level also has one bedroom, an updated full bath and a home office with Fiber Optic high-speed Internet to make working from home a breeze! Upstairs has the master bedroom with an attached master bath with radiant heat. There are two more bedrooms with another full bath to complete the upper level. A few added bonuses to this home are a spacious mudroom attached to a two car garage that gives access to the full basement for extra storage and this home is just 25 minutes to Okemo Mountain! Come sit back on the covered porch and take in the beauty and peacefulness Vermont has to offer!

Listed by MaryKate Grey 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.

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21 Valley View Winhall VT 05340

MLS Number 4814148

  • Rentals
  • Bedrooms 5
  • Bathroom 5
  • Acreage 10
  • Lease $0

SEASONAL RENTAL 2020-2021. Make this your home away from home next winter! Sensational sweeping views define this spectacular custom built contemporary cape located just minutes from Bromley, Stratton and Manchester! Plenty of space in this 5BR/5BA home with 2 car attached garage with spacious downstairs rec-room and pool table. Breathtaking views from the large deck and adjoining hot tub. The well-equipped chef's kitchen opens to both the 'breakfast room' and great room area with fieldstone fireplace. Large dining room for group gatherings, 4 BR's with adjoining baths, master bath with Jacuzzi and steam shower and paved circular driveway. Centrally located to everything the area has to offer.

Listed by Karin Hardy 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.

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454 Taconic Road Manchester VT 05254

Manchester, VT454 Taconic Road

Price$495,000

Est. Mortgage: $/month

MLS Number 4814436

  • Residential Single Family
  • Bedrooms 2
  • Construction Existing
  • Bathroom 2
  • Square Feet 1,565

Charming two bedroom home situated in the Village of Manchester on .73 acres. You will feel the serenity this home provides the moment you walk through the door as you enjoy overlooking the pretty brook/pond area from the light-filled kitchen, the family room, the dining room, or the heated sun room. Multiple fireplaces - one in the intimate living room; one in the dining room and another in the master bedroom. Two car attached garage. View this special property today. All measurements approximate. NO SHOWINGS UNTIL JULY 11, 2020.

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.

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62 Landman Lane Jamaica VT 05343-4681

Jamaica, VT62 Landman Lane

Price$230,000

Est. Mortgage: $/month

MLS Number 4813234

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

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303 West View Manchester VT 05255

MLS Number 4813484

  • Rentals
  • Bedrooms 5
  • Bathroom 3
  • Lease $0

SPACIOUS LOG HOME AVAILABLE NOW FOR MONTHLY RENTALS ! This Vermont Log Home is the perfect getaway to Southern Vermont. West View has a unique and beautiful wood interior, wood burning fireplace and game room. Cook's kitchen with Sub-Zero fridge and everything needed for memorable meals. Plenty of space and comfort with five bedrooms, (sleeps 12) three baths, cocktail deck, cable, internet, and jetted tub. Enjoy West View's private location, yet so close to all of Manchester's shops, eateries and all that Southern Vermont has to offer .

Listed by 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.

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H2 High Ridge Winhall VT 05340

Winhall, VTH2 High Ridge Road

Price$575,000

Est. Mortgage: $/month

MLS Number 4812586

  • Condo
  • Bedrooms 4
  • New Contruction Existing
  • Complex Piper Ridge
  • Year Built 1988

Single Family Living with all the conveniences of a Planned Community! This fabulous free standing Piper Ridge Townhome has over 3800sf of custom architectural design that captures the views and sun and is located just minutes from the slopes of Stratton Mountain Vermont. The spacious 4BR/4BA layout is perfect for entertaining in a relaxing intimate style. Open living areas highlight the striking wood finishes, the large family room has a second fireplace with attached hot tub room. Large entry area with walk in closet plus an attached garage. Membership is included to the private Piper club offering tennis, indoor swimming, hot tub and saunas, racket ball court plus exercise and locker rooms. Shuttle bus service from your door to the slopes. Worry free living with a full time manager and caretaker on site. Exceptional value for this turn key home - come take a look!

Listed by Karin Hardy 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.

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H2 High Ridge Road Winhall VT 05340

Winhall, VTH2 High Ridge Road

Price$575,000

Est. Mortgage: $/month

MLS Number 4812593

  • Residential Single Family
  • Bedrooms 4
  • Construction Existing
  • Bathroom 4
  • Square Feet 3,874

Single Family Living with all the conveniences of a Planned Community! This fabulous free standing Piper Ridge Townhome has over 3800sf of custom architectural design that captures the views and sun and is located just minutes from the slopes of Stratton Mountain Vermont. The spacious 4BR/4BA layout is perfect for entertaining in a relaxing intimate style. Open living areas highlight the striking wood finishes, the large family room has a second fireplace with attached hot tub room. Large entry area with walk in closet plus an attached garage. Membership is included to the private Piper club offering tennis, indoor swimming, hot tub and saunas, racket ball court plus exercise and locker rooms. Shuttle bus service from your door to the slopes. Worry free living with a full time manager and caretaker on site. Exceptional value for this turn key home - come take a look!

Listed by Karin Hardy 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

779 Wind Hill Road Dorset VT 05251

Dorset, VT779 Wind Hill Road

Price$3,750,000

Est. Mortgage: $/month

MLS Number 4812665

  • Residential Single Family
  • Bedrooms 3
  • Construction New Construction
  • Bathroom 4
  • Square Feet 5,081

Situated at the foot of Green Peak in Dorset, VT sits one of southern Vermont's most exceptional properties that combines design elements of a sleek Manhattan contemporary with a quintessential Vermont estate. This 3-bedroom, 3 & ½ bathroom home is custom crafted with an impeccable selection of materials throughout. There is a luminous great room with 25-foot high ceilings featuring floor to ceiling windows that highlight the expansive mountain views. In an open layout that encourages entertainment & leisure, the great room seamlessly transitions to the custom kitchen, merging refined detail with rich materials. Black walnut was selected for the cabinets, & the top-of-the-line appliances include Thermador Cooktop, Subzero Refrigerator, Wolf Digital oven, Miele dishwasher, and more. All of the materials were meticulously chosen, including clear cedar walls, white oak floors, black walnut in the kitchen, & blackened steel on the stairs & door trims. Every detail is the result of a leading-edge artistic vision, exceptional specifications and with thoughtful planning & execution. The entire house is enveloped in ultra-dense foam insulation to create a hyper-efficient barrier against heat & cold and with a HEPA air filtration system to provide for the most comfortable environment during any season. This home has an incomparable design quality that will captivate and intrigue you.

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

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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.