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.

Southern Vermont Historic Properties For Sale

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Browse Southern Vermont Real Estate By Architectural Style:
Green Homes | Log Cabins | Cabins & Cottages | Cape-Style | Colonial | Condos & Townhomes | Contemporary | Ranch 

121 Mattison Road Sunderland VT 05250

Sunderland, VT121 Mattison Road

Price$199,500

Est. Mortgage: $/month

MLS Number 4972221

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 1
  • Construction Existing
  • Zip 05250

2 bedroom, 1 bath fixer upper nestled along the tranquil Mill Brook. This property offers a unique opportunity for those with a vision and passion for restoration. In need of some TLC, this property could become a desirable home, getaway, camp or an investment opportunity. The house and barn are a blank canvas waiting for your creative ideas to come to life. Bring your tools and transform it into your dream home! Located only 10 minutes from all Manchester amenities. Conventional Financing "unlikely".

Listed by Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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34 Harrington Road Bennington VT 05201

Bennington, VT34 Harrington Road

Price$550,000

Est. Mortgage: $/month

MLS Number 4972209

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Construction Existing
  • Zip 05201

The Henry-Matteson House was built around 1820 by Henry's son William Henry II (1760-1845) who was a prominent figure in Bennington. Views of the Henry Covered Bridge and frontage on the Walloomsac River for great fishing and kayaking. This four bedroom, three bath home is a treasure on 1.36 acres. Wood floors throughout, updated kitchen with exposed brick, granite countertops, large island and eating nook. Cozy dining room with a wood stove. Main level also has a full bath so you easily could make one the other three rooms a first-floor bedroom. Great barn with storage above is attached with stone breezeway. Large, fenced yard.

Listed by Kelley McCarthy of Mahar McCarthy Real Estate

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%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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204 Park Street Bennington VT 05201

Bennington, VT204 Park Street

Price$199,000

Est. Mortgage: $/month

MLS Number 4971902

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Construction Existing
  • Zip 05201

Charming Cape with a fully fenced backyard! Established vegetable garden. Attached shed for on-site storage. Hardwood floors throughout add warmth and original character. There are 4 bedrooms, 1.5 baths total. Both bathrooms are on the first floor, along with two of the bedrooms and laundry, giving FIRST FLOOR living for those who need it. Two additional bedrooms and a bonus room with large closet are upstairs. Large eat-in kitchen was updated by prior owner with oak cabinets. Appliances included: French door refrigerator, electric range, dishwasher, washer & dryer. Living room looks a bit small, but it fits a large sectional and full size couch! Favorite feature is the enclosed front porch with wrap-around windows, original wainscoting in a calming seafoam green color and vibrant pine floors. There's also a covered side porch for relaxing in the shade from the mature trees. Off street parking for 2+ cars. Walking distance to schools, downtown, and convenience stores. Contact a buyer's agent to schedule your private showing!

Listed by Jenifer Hoffman of Hoffman Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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1427 Walloomsac Road Bennington VT 05201

Bennington, VT1427 Walloomsac Road

Price$219,900

Est. Mortgage: $/month

MLS Number 4971578

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

Great farmhouse situated on 3.8 acres on the west end of Bennington. Adjacent to the airport and offering kitchen, living room, den, 3 bedrooms and 1 and half bathrooms. Outside there is a covered porch, 2 car detached garage and further back a pond.

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

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$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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1657 E Wells Road Wells VT 05774

Wells, VT1657 E Wells Road

Price$119,900

Est. Mortgage: $/month

MLS Number 4971414

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 3
  • Construction Existing
  • Zip 05774

If privacy is what you're looking for you have found it. Sitting back off the road with no other houses in sight. Started life as a single family. Looks as if it was in the midst of being converted into a multi family - but you can decide where to go from here. Best suited for a cash sale. All information deemed correct - buyers and buyer's agents urged to verify all information.

Listed by Linda Benoit of Highland Realty

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$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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207 Brooks Lane Londonderry VT 05148

Londonderry, VT207 Brooks Lane

Price$3,195,000

Est. Mortgage: $/month

MLS Number 4971327

  • Residential Single Family
  • Bedrooms 9
  • Bathroom 9
  • Construction Existing
  • Zip 05148

This extraordinary, fully furnished property boasts an abundance of amenities and natural splendor. Revel in the awe-inspiring views and the tranquil swimming pond spread across these extensive 69 acres. Delight in the winding trails that lead to 1,235 feet of pristine West River frontage, providing year-round outdoor activities for all. With three distinct residences and a charming cabin, it offers ample space for everyone to convene while relishing their individual, private retreats. The main house, steeped in history dating back to 1820, is a delightful 3-bedroom brick farmhouse showcasing a generous 45-foot-long great room that seamlessly extends to a covered patio adorned with an awning-an idyllic setting for outdoor gatherings. The newly renovated kitchen, with granite countertops, serves as the heart of the home, combining modern elegance with timeless charm. The guest cottage features an additional three bedrooms, a cozy living room, and a well-appointed kitchen with an adjoining dining area. Adjacent to the guest cottage, a spa facility awaits, boasting a ground-level private gym, sauna, and an outdoor hot tub. Ascend to the second floor to discover two bedrooms, each with a private bathroom and a shared balcony. Nestled at the property's edge, overlooking the serene swimming pond with a beach, is a rustic cabin complete with a welcoming wood-burning stove and a lofted sleeping area. Ideally suited as a family compound, this retreat offers both separation and privacy

Listed by Timothy Apps of Four Seasons Sotheby's Int'l Realty

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$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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207 Roberts Road Londonderry VT 05148

Londonderry, VT207 Roberts Road

Price$643,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4971312

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 4
  • Construction Existing
  • Zip 05148

A rare find in this market !! (4 bedrooms on 8 acres - with views, lawn, and a gazebo in a great location !!) This 4 bedroom-4 bath cape with over 2800sq ft of wonderful living space on 8 acres of great land provides privacy and yet close proximity to four ski areas and many outdoor activities year-round. Hiking, bike riding, fishing, swimming and foliage watching are at your fingertips. Relax and enjoy.--"This is Vermont." The main bedroom is on the first floor for easy living. The upstairs has 3 additional bedrooms and other unique finished spaces for a variety of uses- (office area, play areas, or reading and game areas etc.) Built in 1835, this classic one and a half story cape has been cared for by the present family owners for over 40 years. Wonderful landscaping, cared for gardens, and an expansive mowed yard along with a view can be enjoyed from the back deck or from a really cool gazebo. Outbuildings for storage add to the convenience of yard maintenance. A stream is on and borders part of the property. A paved tennis court base on the hill behind the house still exists from years ago; and it possibly could be used as a base for a new or refurbished tennis court or pickleball courts.

Listed by Chuck Sweetman of Mary Mitchell Miller Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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176 Melendy Hill Road Londonderry VT 05155

MLS Number 4971302

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 3
  • Construction Existing
  • Zip 05155

Peering out at the beautiful Glebe Mountain and sitting above the little village of South Londonderry this property's location offers you not just serenity, but also the convenience of a village location. You could walk to the 4-Corners Market and the post office, or take a quick drive to the amenities in either the Bondville Village or Londonderry Village, and if you are a skier you will love that Stratton Mountain and Magic Mountain are both just a short drive away (approxiamtely 1/2 cup of to go coffee). This multilevel, 5 bedroom home sits on 2.2 private, wooded acres. The first level you will find a foyer with some beautiful barn boards, a bright kitchen with a pantry as well as an attached shed for garbage and storage, a gorgeous dining room with built-in cabinetry, and a large living room with a pellet stove. The second level has 2 front bedrooms that look out over Glebe Mountain, and a third bedroom in the back with a small walk-in closet. The third level has 2 more bedrooms and a jack and jill bathroom in between. Current owners use the 2 bedrooms on the third level for storage so they are not photographed. Recent updates include carpet, appliances, spray foam insulation, exterior paint, a Jamaica Cottage Shop shed, oil tank pad, septic tank, roof, and my favorite and probably will be yours is the 23'X16' deck built in 2022. New flooring scheduled for the foyer soon.

Listed by Rachel Febbie of Bean Group / Vermont

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$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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3259 West Hill Road Wallingford VT 05773

Wallingford, VT3259 West Hill Road

Price$825,000

Est. Mortgage: $/month

MLS Number 4971252

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Construction Existing
  • Zip 05773

Welcome to an incredible FARMHOUSE in Vermont, where history and comfort meet. This 1800s farmhouse has been given a fresh touch while keeping its yesteryear charm. A great effort was made to use the original wood beams throughout the home as accents adding structural beauty. The custom barn door was built for an entrance room, featuring a wood stove, vaulted ceiling, and wet bar, perfect for snowy days and drying your gear after your winter outdoor activities. The kitchen shines with its modern appliances and granite counters but feels timeless with its original beams. Enjoy family gatherings over a home-cooked meal in the adjacent dining room with a built-in cabinet for your favorite pieces. With its original fireplace, the living room is where cozy evenings come to life; the original wide pine flooring and wrought iron latched doors are standouts. Enjoy the family room for movie nights or game days. Enjoy a first-floor bedroom and three more upstairs for family or guests. Step outside and enjoy 20 acres providing privacy, meadows, a pond, and Vermont beauty - think morning walks, nature spotting, and views of the Green Mountains or in the hot tub off the back deck. Snowmobiling is such a joy, or 35 minutes to the slopes. The three-car garage is excellent storage and connects to a barn featuring a second-floor heated entertainment man cave. More than a property, this is an opportunity to embrace Vermont living at its finest. Discover the true meaning of HomeSweetVermont.

Listed by Freddie Ann Bohlig of Four Seasons Sotheby's Int'l Realty

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$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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63 Route 315 Rupert VT 05768

Rupert, VT63 Route 315

Price$225,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4971182

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Construction Existing
  • Zip 05768

Welcome to a piece of history nestled in the picturesque town of Rupert. This circa 1850 home boasts 4 bedrooms, a spacious bonus room, and a plethora of unique features that blend the charm of yesteryears with modern amenities. With a new roof in 2015 and updated 220 electric in 2022, this home offers the perfect balance of old-world character and contemporary convenience. Step back in time as you enter this well-preserved piece of history. Many original features have been lovingly maintained, including the vintage doors, ornate door knobs, and a classic clawfoot tub. You'll be transported to a bygone era while enjoying the comforts of today. This home boasts 4 generously sized bedrooms and each room has its own unique character, with large windows that fill the rooms with natural light. A large bonus room offers versatility for a home office, playroom, or an additional living space. Its ample size allows you to customize it to fit your specific needs. Step outside to discover a world of outdoor entertainment. A deck with a built-in bar runs alongside the pool, perfect for summer gatherings and BBQs. The deck and pool area offer a seamless transition from indoor to outdoor living. The property also includes a charming carriage barn, ideal for storage, a workshop, or creative endeavors. If you've been searching for a unique blend of historical charm and modern comfort, this circa 1850 home is a must-see. First showings will be the open house Monday, Sept 25th from 11-1.

Listed by Carrie Mathews of William Raveis Winhall

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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103 Hicks Avenue Bennington VT 05201

Bennington, VT103 Hicks Avenue

Price$185,000

Est. Mortgage: $/month

MLS Number 4971131

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

With nearly an acre of land in the Planned Commercial district, this rustic farmhouse could be the site of your new business or simply continued as a private residence. Turnover is rare in this neighborhood, so you may have never driven down this street or even noticed this house tucked behind mature trees. Land is level, with a mix of open yard and rear woods... clear some trees if you'd like more space! Walking distance to golf course, trail system, tennis center, elementary school, shopping and restaurants, including the new Starbucks & Chipotle under construction. Detached 2-car garage and plenty of parking. Inside you'll find new vinyl plank floors throughout and mini split heat pumps for energy efficient heating & cooling. First floor has a bedroom and brand new full bath, plus kitchen, dining and living rooms. Second floor has second bedroom with another full bath. Basement reveals the home's age, with a stone foundation and dirt floor, and modern upgrades for laundry hook-ups, circuit breakers and hot water tank, plus an exterior access for convenience. The old wood furnace and electric baseboard heat are not functional. In the kitchen there's a brick hearth/surround with a ventless propane heater that should not be used... good news is there's a block chimney so you can choose the right back-up source for your needs (pellet, wood, propane). Don't judge a book by its cover... this move-in ready & affordable home is worth a look in person!

Listed by Jenifer Hoffman of Hoffman Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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330 School Street Bennington VT 05201

Bennington, VT330 School Street

Price$284,000

Est. Mortgage: $/month

MLS Number 4971089

  • Multifamily
  • Units 3
  • Acreage 0.11
  • Square Feet 1,712

This investment property has so many positives! It's a short walking distance to the center of downtown Bennington. Most of the utilities are separated - electric meters, three separate hot water tanks (electric) with tenants paying those utilities. The property was specifically designed and updated to be as low maintenance and hands off as possible. Vinyl siding and replacement windows. Durable flooring and surfaces. The tenants also have the convenience of having electric sub panels right in their units. The tenants are all long term, have all expressed a desire to stay long term. Plenty of parking on street and in the rear of the building. Current Net Operating Income right around $26,000 annually. Please allow 48 hours to schedule showings.

Listed by Will Paquin of Maple Leaf Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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Copyright 2023 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. 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 3, 2023 2:08 AM EDT