Our Southern Vermont Listings

View all Southern Vermont properties brokered by the agents at Josiah Allen Real Estate. Find homes, land lots, commercial properties, and more in the Northshire, Stratton and Southern Bennington County areas of Vermont. With offices in Manchester and Dorset, our realtors are happy to help you find just what you're looking for. Contact us today!

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1424-1470 West Road Manchester VT 05255

Manchester, VT1424-1470 West Road

Price$3,195,000

Est. Mortgage: $/month

MLS Number 4831170

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 5
  • Construction Existing
  • Zip 05255

Beautiful house with guest house, nestled on 28 acres off of Manchester West Road. Main House remodeled, and guest house constructed, by Mark Breen. Custom carpentry throughout both buildings with attention to detail. Open rooms with large windows, and vaulted ceilings. Outdoor porch/terrace/gardens/stone walls compliment the landscape. Outstanding panoramic views of the green mountains. Listing includes an additional 4 car garage with bedroom/bathroom, additional subdivided 2 acre lot and basketball court, which all enhance the property. Main House available for individual purchase.

Listed by Sunny Breen of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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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727 North Road Manchester VT 05255

Manchester, VT727 North Road

Price$2,950,000

Est. Mortgage: $/month

MLS Number 4815982

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 7
  • Construction Existing
  • Zip 05255

Serene 10 acre Manchester Splendor is surrounded by 360 degree pastoral mountain views that speaks to all who gather with an indoor - outdoor embrace! This exceptional, ideally located 7700 SF sunlit residence offers rich architectural detail that is evident from walnut flooring, crown moldings and 9 plus foot ceilings to three wonderful marble fireplaces and extraordinary stone & marble terracing that seamlessly transitions from room to fresh air. The gourmet's kitchen features top of the line appliances, native soap stone counter tops, wet bar, butlers pantry, dining, a generous marble island all open to the magnificent step down family room with airy vault ceiling. The living room offers a marble fireplace centered and open either side to the generous sun room beyond hosting natural light all day until the sun sets! The practical aspects of the house boasts a large laundry mud room area, beverage bar salon, storage, and front/back stair cases to the second level! The primary suite promotes every benefit of luxury: closets, soaking tub with view, large shower, fireplace seating, and an exceptional balcony taking in sunset views over the lush landscaped grounds. Every bedroom offers ample baths & lounging areas. Lower walk out level offers enormous climate control storage, large gym & play room with steam shower and hot tub spa! Steps away the 40 X 20 Gunite saltwater heated pool, cabana, pergola, gas fire pit,outdoor shower & guest house, Barn for toys or horses! Sublime!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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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466 Marcia Lane Dorset VT 05251

Dorset, VT466 Marcia Lane

Price$2,900,000

Est. Mortgage: $/month

MLS Number 4744398

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

Dorset Hollow Pinnacle offering 180 trail laced acres at the height of the Dorset's Upper Hollow Road. Amazing Sunsets... Stunning Long Range Mountain Vista's are captured immediately from the impressive foyer and continues to captivate from room to room throughout this architect designed residence! With over 7500 light filled square feet this gracious residence with lovely custom cabinetry and crown moldings supports Vermont living at it's finest! Massive Stone fireplace walls grace the cherry paneled library as well as the 50 X 22 expansive Great Room Kitchen featuring an incredible breakfast room and a Honed Costa Esmeralda island, Wolf appliances and handsome coffer ceiling for the living/dining. Just off the kitchen are the well planned wet bar, wine cellar and pantries. Warm radiant heated hardwood floors lead to the 3 room primary suite that includes sitting rm/office, exercise room and luxury bath with relaxing soaking tub or shower. 4 bedrooms and baths up comfortably accommodate guests and family. A bonus room integrates nicely for full time use supporting any hobby or media interest. Full light filled basement and Carriage house offers expansion for guest quarters within the generous floor plan if desired. Over-sized garages, attached or detached offer room for all the toys! Raised stone terrace creates indoor / outdoor ease for all living areas that offers heated path to the spa, grilling area & outdoor fireplace. This property meets field and stream perfection!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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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3039 rt 30 Street Dorset VT 05251

Dorset, VT3039 rt 30 Street

Price$1,900,000

Est. Mortgage: $/month

MLS Number 4819234

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 6
  • Construction Existing
  • Zip 05251

Dorset Gem. Tucked away in the heart of the village at the end of a long driveway is this unique center colonial on 6 acres with a horse barn, fenced paddocks, beautiful pastures and surround on two sides by a 32 ac never to be built on meadow in the land trust. Lots of interesting features including stair banisters recycled from an old theater, kitchen cabinets custom built from 100 year old recycled pine boards, six burner commercial Garland stove with griddle, exposed antique beams, four stone fireplaces, a large cathedral ceiling game room, large finished walk up attic for storage, oversize three car garage, large screen in post and beam porch, wood fired sauna and so much more. Walking distance to all the village amenities. Bring your horses (lots of trails near by), be a gentleman farmer or just enjoy this pristine spot. Truly special !!

Listed by Charles Mauro of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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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4263 Main Street Manchester VT 05254

Manchester, VT4263 Main Street

Price$1,850,000

Est. Mortgage: $/month

MLS Number 4786375

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 6
  • Construction Existing
  • Zip 05254

"Glebelands", a 28.75 acre Manchester Village Estate, dramatically sets itself apart by a magnificent water setting, offering an extraordinary spillway cascading back into the Munson Brook that feeds a lovely swimming pond where the stream flow meanders out the property ultimately feeding the Orvis Fishing Pond. The exceptionally well proportioned 4 BR, 5.5 Ba estate residence offers beautiful architectural details throughout the Living room, Dining room and Study each with fireplace; the Danby marble kitchen with two additional wet bars/ prep areas that offer an unusual open butlers pantry set up perfectly for entertaining or peaceful cook's enjoyment. Old world meets today with an award winning architect-designed "great room" with perfectly centered fireplace, vault, window walls and built-ins, that lead to a breakfast nook. Upstairs can be approached by elevator or one of two staircases. There is a true old world master bedroom suite with balcony, dressing room, closets, dressing table alcove, and marble accented bath, three additional bedrooms each with adjacent baths. The carriage house boasts a 2 BR and 1 BR apartment each with fireplace. Playful outbuildings such as the radiant heated folly or playhouse. The unique grounds are defined by specimen plantings, orchard, and hidden gardens with reflecting pools and fountains that truly speak to an era of significance. "Glebelands" is Manchester's stroll through an opulent history.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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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384 Neilson Road Rupert VT 05768

Rupert, VT384 Neilson Road

Price$1,800,000

Est. Mortgage: $/month

MLS Number 4822061

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Construction Existing
  • Zip 05768

Country charm and sophistication join hands in this special home perched high on a meadow in coveted Sykes Hollow-a perfectly tranquil setting. This home sits on 69 sub dividable acres with outstanding long range mountain views to the southwest. Equine friendly with a mix of flat pastures and woodlands. Tastefully appointed with plenty of natural light throughout. Amazing outdoor venue featuring a large covered porch and an adjacent stone patio. Entering this end-of-the-road- property one immediately gets a sense of peace and tranquility. Former horse stables converted into a 3 season guest house oozes with charm. Lots of trails for recreational use. Horses, ATV, Snowmobiling right out the door. 5 minutes to the Dorset Green. A very special offering. Simply sublime. Come take a look!

Listed by David Shehadi of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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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58 Cascades Road Manchester VT 05254

Manchester, VT58 Cascades Road

Price$1,700,000

Est. Mortgage: $/month

MLS Number 4838514

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

Manchester Village's Ekwanok Country Club is adjacent to this Coveted Cascades residence on 13.8 acres offering the very best that Vermont has to offer! This residence has been designed and expanded as a Multi-Generation "calling card" creating an indoor/outdoor recreational wonder for all to enjoy; beyond the Club itself, there boasts an indoor swimming pool, spa tub, outdoor tennis court, trails through the woodlands that stage open picnic areas, marble terraced firepit, rec room for pool table and youthful hang out for games or take a meditative stroll down to the Cascades Waterfall. The 6500 SF residence itself, offers an extensive eat-in kitchen, coffered ceiling living room with center fireplace open to dining and marble floored sun room extension which all walk onto the rear marble terrace. A grand foyer welcomes the primary living spaces and gallery leading away to the outstanding swimming pool house with bath and kitchenette... 4 guest rooms, 3 baths, and a bunk room accommodates restful nights for the family. An amazing yet separate main level sanctuary suite supports gracious living through a study with fireplace offering an office or seating for quiet moments that leads into an incredible master bedroom providing a third fireplace also investing in a private screened porch. The grounds are a wonder... the residence caters to all family needs and the package is simply amazing. Come enjoy the sunsets over Mount Equinox... in the Cascades!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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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364 Green Peak Orchard Dorset VT 05251

Dorset, VT364 Green Peak Orchard

Price$1,600,000

Est. Mortgage: $/month

MLS Number 4816148

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

Located in Dorset Vermont, this completely renovated 6 bedroom, 6 bath custom home, in established "Green Peak Orchard", has 11.3 acres of open land,dappled with apple trees with long range mountain views. Enter the stately home via a circular driveway and you will understand the privacy and serenity that this particular property presents. The interior of the home has been re-finished to perfection, for todays modern family. A marble walkway leads to the formal entrance of the home which features a grand foyer and beautiful curved stairway to the second floor. The kitchen is oversized with a large dining area, and has french doors to the fenced back yard and slate patio. Just off the kitchen is an additional pantry/butler's kitchen with additional customer cabinetry, extra dishwasher, sink, wine refrigerator and bar area which also leads into the more formal dining room. Large living room, wood paneled library, downstairs guest bedroom suite, 2 powder rooms, and an oversized mud room with custom lockers, laundry area and boot bench complete the main floor. The second floor offers a grand Master Suite with dressing room, office space, cedar closets and 3/4bath. There are 4 additional spacious bedrooms and 2 additional large baths on the 2nd floor , along with a large laundry room , bonus room over the garage and a back staircase that brings you back down to the mudroom/kitchen area. A slate patio runs the length of the back of the house overlooking a fenced backyard.

Listed by Sara Buckley of Josiah Allen Real Estate, Manchester Branch Office

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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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1470 West Road Manchester VT 05255

Manchester, VT1470 West Road

Price$1,599,000

Est. Mortgage: $/month

MLS Number 4837809

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 5
  • Construction Existing
  • Zip 05255

This beautiful four bedroom, four and a half bath home nestled on a stunningly rare and very private 10 acres including a lovely permitted 2 acre building lot, for a guest house or whatever your pleasure...Attention to every detail by Master Craftsman Mark Breen, this home has it all!! Open rooms with large windows allow AMAZING VIEWS ABOUND!! Vaulted ceiling sunroom, Spot On Gourmet Well Appointed Chefs Kitchen, open floor plan lends itself to elegant and easy entertaining. Large living/great room graced with a well built stone fireplace, along with a cozy den, Master en suite bedroom on the first level. Along with another en suite bedroom with private screened in porch also on first level. There are two more master bedroom en suites upstairs as well as two smaller bonus rooms. Full basement and workshop, outdoor patios, gardens, stonework compliment the landscape. Outstanding panoramic views of the green mountains and yet within walking distance to the Taconic and most beloved Equinox Mountain where trails abound…This is indeed a very special home. We welcome you to come and sit a spell! Trust us… You will not want to leave!

Listed by Sunny Breen of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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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188 Pastures Lane Dorset VT 05251

Dorset, VT188 Pastures Lane

Price$950,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4806452

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Construction Existing
  • Zip 05251

Dorset Hollow perfection! Tucked in at the end of The Hollow on 15+ private acres sits this tastefully considered contemporary home. The residence showcases a beautiful meandering entrance opening up into a large meadow surrounded by intimate mountain views. A stones throw from the headwaters of the Mettowee River, one feels so close to nature with the tranquil sounds of the river running down through the Hollow. Stone walls, gardens, and fruit trees decorate the landscape in a truly meaningful way. Open interior living lends itself to entertaining inside while an expansive stone terrace offers outside entertaining amidst spectacular views. A large stone fireplace warms the generously sized family room with just the right amount of windows and natural light to enjoy the exterior landscape. An exceptional Master suite occupies the second level with three additional bedrooms for family and guests located on the primary level. Mostly finished carpeted workout room in the basement. A whole house generator gives extra peace of mind in this truly rare offering so come take a look. You won't be disappointed! Seller offering selling broker/associate a 5k bonus !!

Listed by David Shehadi of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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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366 Depot Street Manchester VT 05255

MLS Number 4820021

  • Commercial
  • Year Built 1938
  • Acreage 0.28

Manchester Laundromat... Essential Business... Strong Central Manchester visibility on Route 30 or Depot Road in high traffic commercial area... 4187 SF Building, .28 acres with 8 parking spaces plus, and established business. Since 2014 completely renovated 2187 SF commercial space and new equipment. Rear operations room accommodates office, laundry and dry cleaning pick up services. Self serve laundromat and utility. Washers: card reading 4 60lb, 8 40lb, 15 30lb, 8 18lb, 2 coin top load. Dryers: 26 card reading 30lb, 6 45lb. Coin Vending. Mixed Use includes three apartments consisting of a studio, one bedroom and two bedroom currently leased with long standing tenants are under value. Rental units stand to trend upward with renovations. Successfully operating laundromat business concern with numbers trending up yearly... All immediate and successful neighboring businesses are long established. Town water and sewer, underground electric. Street lighting with side walk access. ROW over the subject and abutting property to the east for purposes of ingress and egress. Confidentiality docs and financials with qualified principals only. By appointment only.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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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371 Village Glen Rd Road Manchester VT 05254

MLS Number 4819632

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Construction Existing
  • Zip 05254

Built by Mark Breen, this home emits a strong sense of character, quality and strong bones!! wide pine floors, throughout , eyebrow windows in almost every room. Glorious living room with brick wood burning fireplace, lovely formal dining room, cozy study with all built in cabinets. Bright, sunny kitchen, flows nicely into upstairs media room.This is one very special home, seeking a new Stewardship.... Just across the way inviting trails leading to Southern Vermont Art Center and Equinox Pond.... Beautifully situated between Manchester Village and Dorset... Can not be shown until after 11/21/20

Listed by Sunny Breen of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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 November 23, 2020.