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Southern Vermont Historic Properties

Discover current antique and historic homes for sale in Southern Vermont. Use the criteria to the right to narrow your results to particular towns or price ranges, etc. Save your favorites when you create an account, and you can get email updates when new properties match your search criteria. For more information and to schedule a showing, don't hesitate to contact us.

306 School Street Bennington VT 05201

Price$117,500

Est. Mortgage: $/month

Open House

MLS Number 4781622

  • Residential Single Family
  • Next Open House: Sat 19th 10:00 am - 12:00 pm
  • Bedrooms 2
  • Bathroom 1
  • Construction Existing

Well kept and updated 2 Bedrooms, 1 bath home in Bennington. Offering large kitchen, formal dining room, living room, mudroom, main level laundry, covered front and side porches and a fenced yard. Walk-able location for schools, downtown and many amenities. Detached garage and terrific character complete the picture. Showings begin with open house on 10/19/19.

Listed by Brenda Jones of KW Vermont - Brenda Jones Real Estate Group

$
$
%
$/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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2849 Vermont 153 Route Pawlet VT 05775

Price$75,000

Est. Mortgage: $/month

MLS Number 4781442

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 2
  • Construction Existing
  • Zip 05775

Come see this impressive late 1800's historic building and step back in time - a once hardware store, bar, fish and game club, Dr's office and most recently farmers market and cafe. The impressively built building currently has an elegant NYC loft-like 2 bedroom living space on the 2nd floor- high ceilings, large windows, large/bright rooms with beautiful woodwork, wood floors, old wavy glass windows, original hardware, a beautifully done full tile bath and a simple open kitchen with a neat old farm sink. Downstairs is a large open space (28x44) with full bath and a kitchen. A full basement (low ceilings) good for storage, town sewer, drilled well, all rewired and newer oil hot air furnace for first floor. Great mixed use building or single or two family home perhaps!

Listed by Scott Mcchesney of Lee D. McChesney RE, Inc.

$
$
%
$/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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150 South Main Street Wallingford VT 05773

MLS Number 4781158

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Construction Existing
  • Zip 05773

Beautiful, old classic in the heart of Wallingford Historic district. Walk to everything this quaint little village has to offer. The Town Recreation park and fields are directly behind the property, and you can take the walking bridge across the Otter creek, down the nature trails to the Town Beach right out the rear of the property. First floor has a large entry foyer leading into a double living room. Original circular stairway to Second floor great room and huge bedrooms. Nice wrap around front sitting porch and huge rear covered porch overlooking lush garden area and rear lot. There is an attached caretakers quarters (occupied) with separate entrance along with an attached garage/ workshop and second floor for storage or an additional rental unit. The Town Zoning would allow for additional units on this lot. The property is assessed at $298,500.

Listed by Robert Provost of Provost Real Estate LLC

$
$
%
$/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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731 Main Street Bennington VT 05201

Price$115,000

Est. Mortgage: $/month

MLS Number 4780713

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 2
  • Construction Existing
  • Zip 05201

Affectionately nicknamed the "River House" for its proximity to the Walloomsac River, this sweet Cape is a cheerful abode, perfect for the busy professional, smart investor or vacation home buyer, or anyone who loves a downtown lifestyle. Off-street parking for 2 cars. Recently renovated inside and out to highlight its style and charm, including new front porch, trim, and fresh paint. Low maintenance features include vinyl siding, vinyl windows, laminate wood floors throughout, and a small yard. First floor has living room overlooking the river, an open concept kitchen & dining room, and a unique guest bath with exposed brick chimney. Second floor has 2 large bedrooms with closets, a full bath with tub/shower, and a laundry closet. All appliances included. Some furnishings are negotiable. Located across from The Miller's Toll Dinner Club & Lounge, a stone's throw from Love A Bagel, and a dozen restaurants downtown. Go up Morgan Street for 1/2 mile, turn left onto Belvedere St. and you'll find the entrance to the Greenberg Headwaters Park, ideal for those seeking nature-based recreation, such as walking trails and kayaking. Ready for new owners to continue this very successful AirBNB, return to a full-time residence, or set up a business (Village Commercial zoning).

Listed by Jenifer Prouty Hoffman of Maple Leaf Realty

$
$
%
$/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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1322 Vermont 153 Route Pawlet VT 05775

Price$159,000

Est. Mortgage: $/month

MLS Number 4780151

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 1
  • Construction Existing
  • Zip 05775

Surrounded on 3 sides by a protected 300A farm this c1900 charming 2+ bedroom farmhouse is set amidst a beautiful 1.06 surveyed acre yard with pond, 25x10 workshop w/ wood stove and 16x14 pole barn and beautiful mature trees. The home has nice open, bright space with a spacious Eat-in kitchen, formal dining room and large living room with pretty wood floors and large picture window to take in the valley views. Finishing off the first level is an entry mudroom, separate laundry/pantry room, office/bedroom and full bath. Upstairs are 2 bedrooms and a walk-out attic (great possible expansion space). Good full basement under main house with newer oil boiler, updated wiring, bilco door... A great location in the Rupert/West Pawlet valley - 15 minutes to Dorset. Mettawee school district and school choice grades 7-12.

Listed by Scott Mcchesney of Lee D. McChesney RE, Inc.

$
$
%
$/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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1102 East Main Bennington VT 05201

Price$127,500

Est. Mortgage: $/month

MLS Number 4780121

  • Multifamily Multi-Family
  • Square Feet 1,908
  • Units 3
  • Acreage 0.5

Great multi family opportunity on the east end of town. Right next to Papa Petes this 3 unit property has great appeal and income potential.

Listed by Brenda Jones of KW Vermont - Brenda Jones Real Estate Group

$
$
%
$/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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224 School Bennington VT 05201

Price$142,500

Est. Mortgage: $/month

MLS Number 4780122

  • Multifamily Multi-Family
  • Square Feet 2,488
  • Units 4
  • Acreage 0.3

4 Unit multi family in downtown Bennington. Great income rates and good occupancy. Terrific investment.

Listed by Brenda Jones of KW Vermont - Brenda Jones Real Estate Group

$
$
%
$/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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104 Elm Bennington VT 05201

Price$139,900

Est. Mortgage: $/month

MLS Number 4780124

  • Multifamily Multi-Family
  • Square Feet 3,120
  • Units 3
  • Acreage 0.44

In town 3 unit investment property with "walk to" location. Well kept, great income.

Listed by Brenda Jones of KW Vermont - Brenda Jones Real Estate Group

$
$
%
$/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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57 South Street Middletown Springs VT 05757

MLS Number 4779772

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Construction Existing
  • Zip 05757

GREAT PLACE TO CALL HOME...beautiful 4 bedroom, 3 bath Colonial home situated on 1.39 acres with mature trees and lovely perennial gardens. A great room was added in 1970 featuring cathedral ceilings, exposed beams and a beautiful gas fireplace. Master bedroom on first floor with full bath. Wonderful country kitchen with walk in pantry/laundry area. Dining area looks out onto the picturesque back yard. Sweet enclosed porch to sit and enjoy the private and quietness of living in this unique village. The 2 car garage is detached and also offers lots of storage, a huge heated work shop on one side, and on the other side in 1978 a quaint building was added for a store called The Lamplighter. There is also a small storage barn beyond the vegetable garden. Numerous upgrades throughout the years has been done to enhance the property, from a buderus furnace, asphalt roof on house in 2013 to a metal roof and addition on the garage. Entire town has fiber optic cable for high speed internet, wonderful community programs and middle TOWN NEWS letter. Walking distance to school, local store and restaurant.

Listed by Nance McShane of Bird 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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414 - 416 Dorset Hollow Road Dorset VT 05251

Price$1,495,000

Est. Mortgage: $/month

MLS Number 4779775

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 4
  • Construction Existing
  • Zip 05251

Amazing Views, 19 acres, Dorset Hollow by the village. Stone pillars greet as one gently climbs the meandering drive to this treasured 4170 SF noted "Enfield" house. Walking distance to village, yet a private sanctuary, this exceptional location establishes an incredibly unique lifestyle opportunity supporting the sporting land lover, pets, or agricultural interest over a mix of open fields and hardwood forest. History moved this antique home in the '30's to this site where it received renewed foundation and life. In 2004, a welcomed and rather impressive restoration opened the circular floor plan offering natural light and gathering spaces centered around a well appointed cooks marble kitchen island with vaulted ceilings and enhanced architectural interest to the great room. A relaxed dining room also open, extends outdoors to decking, continue through a warm living room. All living areas boast fireplaces! The private study also has a fireplace serves as the sitting room to the main level primary suite and lovely marble & tile bath. There is a private lower level bedroom suite with its own entry. The center hall leads to the deep seating porch or the lovely staircase to 2 bedrooms and 2 baths. Lower level conveniently houses the autos and offers tons of storage. A full one bedroom guest house offers comfort for guests or income. Truly an unexpected village hide away offering a beautiful residence, fine existence, and fabulous views. (see 12 acre listing) Dorset Village Gem!

Listed by Laura Beckwith of Josiah Allen Real Estate, Inc.

$
$
%
$/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

414 - 416 Dorset Hollow Road Dorset VT 05251

Price$1,295,000

Est. Mortgage: $/month

MLS Number 4779773

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 4
  • Construction Existing
  • Zip 05251

Amazing Views, 12 acres, Dorset Hollow by the village. Stone pillars greet as one gently climbs the meandering drive to this treasured 4170 SF noted "Enfield" house. Walking distance to village, yet a private sanctuary, this exceptional location establishes an incredibly unique lifestyle opportunity supporting the sporting land lover, pets, or agricultural interest over a mix of open fields and hardwood forest. History moved this antique home in the '30's to this site where it received renewed foundation and life. In 2004, a welcomed and rather impressive restoration opened the circular floor plan offering natural light and gathering spaces centered around a well appointed cooks marble kitchen island with vaulted ceilings and enhanced architectural interest to the great room. A relaxed dining room also open, extends outdoors to decking, continue through a warm living room. All living areas boast fireplaces! The private study also has a fireplace serves as the sitting room to the main level primary suite and lovely marble & tile bath. There is a private lower level bedroom suite with its own entry. The center hall leads to the deep seating porch or the lovely staircase to 2 bedrooms and 2 baths. Lower level conveniently houses the autos and offers tons of storage. A full one bedroom guest house offers comfort for guests or income. Truly an unexpected village hide away offering a beautiful residence, fine existence, and fabulous views. (see 19 acre listing) Dorset Village Gem!

Listed by Laura Beckwith of Josiah Allen Real Estate, Inc.

$
$
%
$/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

40 North Street Middletown Springs VT 05757

MLS Number 4779398

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 2
  • Construction Existing
  • Zip 05757

An amazing opportunity to own a bit of history in a town listed on the VT Register of Historic places. Built in 1795 & beautifully cared for over the years, this 2bed/2bath vernacular Greek Revival home sits, amazingly landscaped, on 1.21 acres that ends at North Brook. Arbors and a pergola will take you to the Green Mountain Timberframe barn for plenty of storage or alfresco dinners. This well appointed home has many original details as well as current updates, such as a gas stove for winter nights and a newer roof. Charming stained glass touches and interior transom windows lend to the character & charm of this one of a kind home. A short drive to Rutland, Dorset & Manchester for all your shopping needs. This quintessential Vermont home is not to be missed! Showings begin Saturday, October 5th.

Listed by Elizabeth Quarles of eXp Realty LLC

$
$
%
$/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.