Southern Vermont Homes for Sale from Josiah Allen

A residential Vermont Home for SaleFind all residential properties for sale brokered by the realtors at Josiah Allen Real Estate.

From Dorset to Stratton, Manchester to Danby, we have an incredible selection of Southern Vermont homes for sale. This list includes homes for sale in Bennington County and parts of Windham and Rutland counties.

Josiah Allen's Exclusive Residential Homes For Sale in Southern Vermont

Our realtors are happy to help you find just what you're looking for. Contact Josiah Allen Real Estate today! Remember to register to "favorite" homes you love and receive a notification when similar properties hit the market.

Browse Josiah Allen's Exclusive Southern Vermont Properties:
Commercial | Condos | Land

999 Route 30 Rupert VT 05761

Rupert, VT999 Route 30

Price$3,995,000

Est. Mortgage: $/month

MLS Number 4904677

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 7
  • Construction Existing
  • Zip 05761

Hagarbook Farm completely restored 5034 SF C. 1767 Residence consisting of magnificent Mettowee River frontage interior to the 320 acres, Hagar Brook and Waterfall, Harmons Mint Historic Site, Pond, Agricultural Fields, Extensive Trail System and View Sites galore! The Land Straddles both East Rupert and Dorset. Add significant buildings in lovely condition: 750 SF Guest House, Barn 37 X 100, Tractor Barn 26 X 50, Horse Barn 50 X 28 and additional out buildings--24 X 18, 20 X 14, 20 X 12, 16 X 12, 40 X 24! An exemplary eighteenth century compound approximately 3 miles north of the Dorset Green. The Great-Room Kitchen with exposed post and beam framing is the welcoming hearth of the home which walks out to the wrap around porch or sun room to the west where the living extends upon a wonderful level stone walled terrace overlooking the grounds and river beyond. Crisp architectural details witnessed in every room; Dining, Living, Family, Office and 4 Wonderful Bedrooms up. There are 5 baths, 2 half baths and a guest house ... Whether it's agricultural or equine interest, stream & field, auto collector, historical appreciation or family gathering ideals, this property is a treasure. Vermont Current Use real estate tax benefits for the next steward to embrace. 320 acres in the prized Mettowee Valley nearby Dorset!!!

Listed by Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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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528/540 Nichols Hill Road Dorset VT 05251

Dorset, VT528/540 Nichols Hill Road

Price$2,500,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4917068

  • Residential Single Family
  • Bedrooms 8
  • Bathroom 6
  • Construction Existing
  • Zip 05251

Magnificent Offering... Quintessential Dorset Farm! 187 pristine acres in the heart of Dorset on coveted Nichols Hill! Mixture of beautifully managed meadows, sugarbush, woods, stream and pond in Current Use and The Vermont Land Trust. Equine or agriculture friendly with access to all lands through myriad of groomed trails. Incredible panoramic views are distant and intimate. Lovely Goodman Brook meanders thru the property and there is a small pond. Two very well appointed homes include the original farmhouse, a newer constructed cape, a large P&B antique barn and outbuilding in a picturesque tranquil setting. A 1850 2026 SF Colonial and a 1980 2160 SF Cape totals 4,186 finished square feet offering 8 bedrooms between the two homes. Understated elegance. Healthy Forestry Plan. Sellers have gone to great lengths to preserve the property and habitat. Vermont Land Trust owns the development rights but there is the ability for one more homestead within the property. Perfect for a family compound or off-set income potential. Forestry and Land Trust Docs available upon request. Superb View Setting... Bike Ride to Dorset Village... this is the ultimate offering base toward an amazing Dorset Compound!

Listed by Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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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2512 Tinmouth Road Danby VT 05739

Danby, VT2512 Tinmouth Road

Price$1,150,000

Est. Mortgage: $/month

MLS Number 4921352

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Construction Existing
  • Zip 05739

Rarely found local 41.5 Acre Horse Farm with stallion fenced pastures, 200 X 100 level riding paddock, great drainage, 11 Stall Barn w water, pasture water, hay storage, tack room, grain room & the wonderful 1800's 5 bay colonial residence! Open rolling hills and woodland surrounded by fabulous mountain views. The residence offers an attached 2 bay garage w/ direct entry to a spacious mudroom that enters the eat in kitchen, a wide plank paneled keeping room offers large Dutch oven fireplace, spacious dining room w mantel fireplace and a large main level primary suite/bath or office as used currently. Climb the lovely staircase to the open landing that boasts 3 bedrooms all of lovely proportions while one features the third fireplace. This house is comfortable in every way and could easily adapt to opening the keeping room to the eat-in kitchen. The hardware, windows and the architectural detail delights! Inviting sitting porches welcome family & friends for a summer sunset visit. The ease of the barn access from the house is comforting as the horses are enjoyed in constant view. Approximately 50% of the land is open and has not seen any chemicals in over 30 years giving "organic" virtue to all surroundings! Located with easy access to Manchester and Dorset, Pawlet or Wallingford/ Rutland... This property provides privacy with not a single neighbor in sight from the home, a generator for both house and barn and fiberoptic internet through VTEL supports any home office needs.

Listed by Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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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3505 Main Street Manchester VT 05254

Manchester, VT3505 Main Street

Price$1,125,000

Est. Mortgage: $/month

Pending

MLS Number 4938592

  • Residential Single Family
  • Bedrooms 6
  • Bathroom 5
  • Construction Existing
  • Zip 05254

Splendid early nineteenth century manor... There is no better way to embrace relaxation than by lounging in sumptuous style!! Look no further than 3505 main street in historic manchester village.....Nestled between the glistening treetops of equinox mountain and green mountains to the east this stately and graceful colonial exudes every essence of elegance and comfort. A generous vermont marble walkway invites you to a handsome victorian veranda, providing many moments of enjoyment watching the colorful tapestry of village life. Bring your eggnog, stockings and yule log to perfect!!!! Property currently utilized as a private residence with two separate rental quarters. One on the third floor of the main house and the second in the carriage house.

Listed by Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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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2391 Vermont RT 153 Pawlet VT 05775

Pawlet, VT2391 Vermont RT 153

Price$595,000

Est. Mortgage: $/month

MLS Number 4927864

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

Welcome to Rush Hollow Reserve, a truly unique 410 ACRE, one of a kind property located in southern Vermont close to Manchester, 4.5 hours to NYC, 3.40 hrs to Boston. Rush Hollows offers fresh spring fed streams, ponds and the Indian River which allows for swimming holes and water for the livestock. This lovely 1000 SF post and beam home sits in the midst of valley with long range views to the south towards Mt Equinox. The farm allows for a nearly self sufficient operation with corn and hay harvested on site throughout the seasons. The forests are full of sugar maple groves with 2500 taps and potential for aprox 10,000 taps tp produce the purest Maple Syrup. In addition to the trails cut through the fields, the D & H Rail Trail which runs through the ranch is wonderful for riding horses as well as hiking and biking. Some of the pastures and fields are prepared for future vineyards and have numerous agricultural options. Most of Rush Hollow is in current use and Vermont land trust. 600 Ft Mtn top dominates the property. Large 10,000 SF barn for livestock, 80 stalls/ 6 horse stalls, horse paddock, mile of fencing around pastures. Truly an amazing and rare opportunity in southern Vermont. Come take a look. All measurements are approximate.

Listed by Josiah Allen Real Estate,Manchester Branch Office

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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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3291 VT Route 30 Dorset VT 05251

Dorset, VT3291 VT Route 30

Price$530,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4927041

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Construction Existing
  • Zip 05251

"BumblInn" is just steps to the Dorset Green. Tucked off the main street this lovely 3+ Bedroom, 3 Bath, year round cottage is walking distance to all Village Amenities: Store, Deli, Library, the Dorset Exchange, Dorset Inn, Barrows House Inn, Historical Society, Dorset Field Club, HN Williams, the Three Pairs Gallery, Dorset Playhouse, and several home industries. Situated in a charming little neighborhood, there are many recent improvements such as heat pumps / AC units in every room, improved heated sunroom, glass shower doors, custom blinds, complete overhaul of landscaping/ driveway, fencing and added a garden shed. Again; there's 3+ Bedrooms and 3 Bathrooms... Open Living to Dining that connects to the Sunroom, Nice Kitchen, storage and main level bedroom / bath. Upstairs there is the Primary Suite, a double BR and a office. Furnished minus a couple minor items. This is a very special Dorset Village Hide-a-Way!

Listed by Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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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120 Depot Street Extension Mount Tabor VT 05739

MLS Number 4921259

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 1
  • Construction Existing
  • Zip 05739

One level living with detached garage and a nice yard. The home offers four bedrooms with an additional room off the Master bedroom with the potential to add a nice walk-in closet and/or Master bath. This property sits on 64+/- acres located above and behind the home. The acreage borders National Forest with open acreage featuring amazing Mountain views and privacy, making it an incredible location to build your dream home!

Listed by Josiah Allen Real Estate,Manchester Branch Office

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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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1439 Main Street Manchester VT 05255

Manchester, VT1439 Main Street

Price$465,000

Est. Mortgage: $/month

Pending

MLS Number 4939584

  • Residential Single Family
  • Bedrooms 2
  • Bathroom 2
  • Construction Existing
  • Zip 05255

"HIGHER LEARNING" Stop in and get educated with this finely crafted 19th century converted school house. A masterful blend of history, soul and contemporary Scandinavian elegance. Clean, sunny filed interior spaces are punctuated with carefully preserved remnants of a disciplined historical era. The original artisan creation has been complimented by the stellar members of the Breen Builder team. Any star student will instantly recognize the quality and relevance of this enlightened example of eclectic creativity. Be sure to schedule an appointment to allow us to teach you about the many features and resources of this amazing property.

Listed by Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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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31 North Main Street Danby VT 05739

Danby, VT31 North Main Street

Price$225,000

Est. Mortgage: $/month

MLS Number 4930270

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 1
  • Construction Existing
  • Zip 05739

This Danby Village antique home offers lovely curb appeal and is located in the center of town. With three bedrooms , a formal living room with a cozy fireplace, formal dining room, and large country kitchen...the house offers plenty of room for family gatherings or guests. There is also a large front porch to enjoy the warm weather and watch the world go by.

Listed by Josiah Allen Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

95 Depot Street Extension Mount Tabor VT 05739

MLS Number 4921261

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 3
  • Construction Existing
  • Zip 05739

This Duplex includes a two bedroom unit and a three bedroom unit with separate entrances and shared enclosed front porch. You can live in one unit and rent the other or you can purchase as an income/rental property. The units have separate heating units, oil tanks and electric meters. There's a shared basement which can be used for storage. The property also includes a detached barn/garage with plenty of room for storage. The property sits on a nice level lot with easy access to Route 7A and conveniently located between Manchester and Rutland.

Listed by Josiah Allen Real Estate,Manchester Branch Office

$
$
%
$/month over payments
Federal 30-year interest rate: 6.13% last updated on Jan 26, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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Copyright 2023 New England Real Estate Network, Inc. All rights reserved. This display of listings may or may not be the entire Compilation from the NEREN database, and NEREN does not guarantee the accuracy of such information. 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 February 1, 2023 11:25 AM EST.