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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674 Dorset Hollow Road, Dorset, VT 05251

Price$2,450,000

Est. Mortgage: $/month

Pending

MLS Number 4690538

  • Residential Single Family
  • Listing Agent Name Laura Beckwith
  • Construction Existing
  • Bathroom 6
  • Bedrooms 5

Unparalleled Dorset Hollow residence, setting & location on estate lands consisting of 43 "near village" acres! Frontage on the Mettowee River stretches over 1200 feet...walk to village location endorses outdoor living; biking, hikes, snowshoeing, cross country skiing, swimming and fishing right from the doorstep! Suitable for equine or agricultural interests drawing from open meadow, stream-side paths or wooded trails accessible to the Dorset Pinnacle or the Dorset Hollow Loop! This graciously scaled residence of understated appeal is totally renovated to an undeniable level of architectural detail and infra-structure. Inviting, the house and marble cottage will have family and friends begging to return. The slate roofed 4 bedroom traditional New England Residence captivates with exterior marble facade accents which are carried through the terrace and walls stepping up to the discrete heated Gunite pool. Enter the welcoming foyer where warmth greets: Vaulted informal living features cherry paneling, a lovely centered fireplace and deep sill windows to either side, center living room extends to music room boasting a second fireplace. The formal dining room connects the butlers pantry to sunlit cooks expansive 'state of the art' kitchen-dining overlooking the river! The primary suite provides soothing river song that enjoys the view to the pool, sweeping meadow and mountains. There are 3 en-suite guest bedrooms. Add a gym/studio. Every detail ensures complete Vermont Comfort!

Listed by Laura Beckwith of Josiah Allen, Dorset

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Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 2018
* 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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237 Lily Pond Lane, Dorset, VT 05251

Price$2,350,000

Est. Mortgage: $/month

MLS Number 4648119

  • Residential Single Family
  • Listing Agent Name Laura Beckwith
  • Construction Existing
  • Bathroom 5
  • Bedrooms 5

Exquisite Dorset Hollow 100 acre Country Side Residence that inspires... the air breathes... the skies promise... the lush gardens protect or open for four season's pleasure... a sense of permanent presence through reclaimed architectural antiquities: hand selected native ash flooring... an 18th C. Belgium limestone mantel surrounds the oversized Count Rumford fireplace... Three Barn Frames & board unite... Slate Roofs... Period Greek stone tile floored entry & morning room! This 2005 collaborate effort of an artist and architect approached with the sense of Summer Greenery creating summer rooms under distinctive perspectives... while Winter opens to vast mountain views! The gourmet chef's kitchen offers custom cabinetry that sets the frame for AGA and Island cookery boasting easy clean up and appropriate storage. OPEN Living / Dining focus on amazing fireplace... a spiral staircase leads to the Primary Family suite boasts breathtaking mountain views... Separate guest wing of bedrooms...Private Office Grandeur... the baths plush in fine fixture & tile detail, steam shower & separate tubs. Lower level family, media and gym areas... oversized three bay attached barn ... raised bed vegetable gardens and utility barn. East and West screened summer rooms. Textured stone leading to ancient boards... each creative step opens to unmatched vistas over spring fed ponds and trails meandering. Geothermal efficiency for 5 plus bedrooms... Representing Dorset Hollow Life Perfection!

Listed by Laura Beckwith of Josiah Allen, Dorset

{$office->Name}

Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 2018
* 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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792 Route 153 Drive, Rupert, VT 05768

Price$2,250,000

Est. Mortgage: $/month

MLS Number 4438207

  • Residential Single Family
  • Listing Agent Name David Shehadi
  • Bedrooms 4
  • Bathroom 5
  • Construction Existing

Stunning Vermont Vernacular on 284 acres! Incredible views, newly constructed(2010)legacy estate built with attention to detail and the highest quality materials. Long private drive to the top of the world! Recreation opportunity abounds! Hunt, fish White Creek or the Battenkill, ATV or snowmobile. Or relax by the 50 ft in ground resort quality pool and take in the view. Great equestrian potential. Four en-suite bedrooms, two fireplaces, gourmet kitchen with Viking range and Liebherr fridge, covered porch, two fireplaces. Finished basement with game room. Beautiful 33 x 28 ft storage barn and lovely grounds. Timber producing property in Current Use Program. Kohler Generator. 30 minutes to Saratoga and 15 minutes to Dorset. Incredible place. Must see.

Listed by David Shehadi of Josiah Allen, Dorset

{$office->Name}

Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 2018
* 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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1166 West Road, Manchester, VT 05254

Price$1,775,000

Est. Mortgage: $/month

Pending

MLS Number 4690548

  • Residential Single Family
  • Listing Agent Name Laura Beckwith
  • Construction Existing
  • Bathroom 6
  • Bedrooms 4

"White Tree Farm" Manchester Village, Exceptional 16 Acre Estate privately approached over a stone bridge and winding through ancient Maples opening to an ideal pastoral landscape framing this magnificent compound! The circa. 1800 center chimney colonial boasts 5 antique brick and mantel fireplaces within 4300 sf of finely appointed tradition. Recent restoration and expansion brought about the Kitchen Great Room with 2 warm brick hearths and leads to awning shaded summer dining...formal dining... Living & Cherry Study accesses raised stone terrace that takes in the sunset. Four bedrooms, 5 1/2 baths... porches, and herbaceous perennial gardens within an expansive 70 X 130 foot stone wall enclosure properly presents the signature 'White Tree'. Adjacent, a 4 Bay garage, workshop, greenhouse and storage. The 1500 s.f. Guest House sited quietly to the south offers 3 bedrooms and 2.5 baths. The barn, stone berm garage and corn crib give consent to quintessential Vermont perfection! 2 significant Ponds, a small stream and level to gentle roll of grounds with orchard, gardens, berries and games all gazing upon the majestic Equinox Mountain!

Listed by Laura Beckwith of Josiah Allen, Dorset

{$office->Name}

Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 2018
* 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$1,500,000

Est. Mortgage: $/month

MLS Number 4697362

  • Residential Single Family
  • Listing Agent Name Adrienne Sherwood
  • Bedrooms 4
  • Bathroom 6
  • Construction Existing

Dorset Village Gracious Circa 1800/2004 Estate...Stone Pillars greet as one enters a third of a mile drive meandering along the 16 acre of stone walls and land consisting of mix open, birch, and hardwood to this Treasured 4170 SF "Enfield" house and 813 SF cottage sited in the 1940's to take full advantage of surrounding mountain vistas. Walking distance to the village yet private, this exceptional antique home offers marble Island vaulted Kitchen "great room"... formal dining with extended outdoor decking and formal living, all with fireplaces! The private study also boasting a fireplace leads to the main level master bedroom and lovely bath. There is a lower level bedroom suite as well as a staircase leading to two more bedrooms and baths. The lower level conveniently houses the autos and offers tons of storage. The one bedroom guest cottage offers absolute comfort boasting its own great room kitchen/living with fireplace, covered porch and deck. The restorations have been done handsomely... there is an additional 3.5 acre parcel avail. and subject to final town permits. Views, Sunlight, and recreation space for any dream!

Listed by Adrienne Sherwood of Josiah Allen, Dorset

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Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 2018
* 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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2220 Depot, Manchester, VT

MLS Number 4621224

  • Commercial
  • Listing Agent Name Robert Dowling
  • Year Built 1965
  • Acreage 3.9

Established Inn with 16 renovated rooms. The ideal location near town gives good visibility on the route leading from Manchester to 4 ski resorts and year round outdoor recreation. The rear of the Inn overlooks Bromley Brook and the beautifully landscaped property allows guests private enjoyment of the brook with the mountain view beyond. Together with a nice pool and a breakfast room with large central fireplace, the well-maintained Inn is great for families and groups traveling together. And for a buyer or a family seeking a home-based business, the 2-story, very private, handsome owners' quarters, built in 2005, is exceptional. With 3 bedrooms and 2 1/2 baths, it features wood floors, radiant heat, open living with a beautiful kitchen, 9 foot ceilings, a master suite with steam shower and jacuzzi, attached heated garage and a view to the mountains from both levels. At asking price; the new owners would enjoy a 5.5% CAP rate when an all expense paid life style is included when making a financial evaluation of this property. There is plenty of upside potential for this property; all going to the bottom line!

Listed by Robert Dowling of Josiah Allen, Manchester

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Josiah Allen, Manchester
4532 Main Street
Manchester VT, 05254
Office: 802.362.3355

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 2018
* 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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292 Taconic Avenue, Manchester, VT 05254

Price$1,350,000

Est. Mortgage: $/month

Pending

MLS Number 4695802

  • Residential Single Family
  • Listing Agent Name Laura Beckwith
  • Construction Existing
  • Bathroom 7
  • Bedrooms 6

Manchester Village... South facing, this impressive circa. 1908 center hall 7,500 SF Colonial Revival offers exceptional grace! Walk up to the grand wrapping porch that offers lovely shade, sun or sheltered outdoor village enjoyment. Open the wide door which reveals exceptional architectural beauty at every turn. There's a three story staircase setting the tone from the lovely foyer with grand windows bringing in natures sky views and light. Proportions amaze as the ceilings soar and the open flow leads from one remarkable room to another. Front to back living room with its center mantle fireplace offers an airy atmosphere that walks out onto a inviting sun-room. A handsome study and elaborate dining room features leaded glass built-ins and fireplaces. Walk through the butlers pantry which is simply a room of beauty meriting marble counters and ideal function that leads to the kitchen-great room. The chefs kitchen accommodates the most advanced culinary skills and extends to comfortable seating around the hearth. All the necessary utility or rear entries are substantial and attached to the three bay garage or walk out to the terrace. The master suite shall not disappoint; tub room in front of yet another fireplace, walk ins, and discreet seating areas. The 6 additional bedrooms also offer such luxurious character every guest feels fine comfort. Take walks to the Equinox Pond or village amenities... this is without doubt one of Manchester's most discerning residences!!!

Listed by Laura Beckwith of Josiah Allen, Dorset

{$office->Name}

Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 2018
* 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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334 Dole, Rupert, VT 05776

Price$1,295,000

Est. Mortgage: $/month

MLS Number 4336932

  • Residential Single Family
  • Listing Agent Name Willard Watson
  • Bedrooms 3
  • Bathroom 3
  • Construction Existing

Mountain View Farm is a horseman's paradise. Panoramic far reaching views. Center chimney reproduction saltbox home with tunnels to the four plus garage garage barn and greenhouse. Brand new five stall horse barn with tack room that could easily be expanded to ten stalls. Two ten acre corrals with heated water troughs overlooks swimmimg pond. Restored cape cod caretaker's or guest home with 5 fireplaces, second pond, mature fruit trees all bordering lands of Merck Forest. Fantastic breathtaking property, a must see!

Listed by Chip Watson of Josiah Allen, Dorset

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Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 2018
* 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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926 Hebron lots 1,2,3,and 4 Road, Rupert, VT 05768

MLS Number 4692800

  • Residential Single Family
  • Listing Agent Name Laura Beckwith
  • Construction Existing
  • Bathroom 6
  • Bedrooms 5

Bennington County 188 acres laced with trails that have been hand carved over the last 15 years to such vantage points that it is impossible not to appreciate every acre!!! The orchards, hidden meadows or pastures accommodate equine, wild life and lovely building sites are easily accessed... This is a sanctuary worth experiencing!!! The residence is impeccably designed with an eye for detail inspired by reclaiming antique architectural niches, cabinetry, lighting and amazing flooring through out... Gracious portions that flow easily for any lifestyle and need... The ceilings are 9 feet with vaults in the Great room, Kitchen and Master bedroom of 14 feet... There are room extensions offering three window walls for the Living room, Great room, Dining room and Master Suite which by the way offers generous three rooms of private and luxurious quarters. The fireplaces and hearths are in all the appropriate living and suite areas... The views to the Southern Taconic Range with gentle rolling mountains in the foreground. Remarkable unfinished attic and walkout windowed basement that offers auto drive in option and dumb-waiter... A masterpiece in design and execution... Serenity... and all that land can give back to it's steward! 15 minutes to the Dorset Green... 40 mile rail trail... easy access to Albany and greater Manchester amenities... Amazing Estate quality offering!

Listed by Laura Beckwith of Josiah Allen, Dorset

{$office->Name}

Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 2018
* 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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376 Windward Hill Road, Dorset, VT 05251

Price$1,175,000

Est. Mortgage: $/month

MLS Number 4641841

  • Residential Single Family
  • Listing Agent Name Laura Beckwith
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4

Click here to see our video.   Windward Hill with Commanding Taconic Mountain Range Views... the winding drive elevates through 16 park-like acres along a single stone boulder waterfall spilling into the trout pond! Nature is at its' finest from this architecturally designed contemporary offering light filled open living with window walls capturing the outdoors at every angle! INDOOR-OUTDOOR Textured character captures interest from stone exterior accents, herring bone brick and hardwood flooring to serpentine staircase rising to levels promising views! The two story stone fireplace warms the cathedral open double living room space and dining while walking out to a vaulted screen summer room and expansive view-side decking with outdoor kitchen. The well appointed cook's kitchen offers an eating bar and plenty of cabinet storage. A lovely private master suite offers great comfort seating and outdoor access. Three generously proportioned and separate bedrooms are all on the main level with adjacent baths. Multiple uses are had in the grand family room with raised hearth fireplace. Boasting further: there is an exercise room/bath , workshop/studio all within the footprint and offering easy access to the three car attached garage. This well executed contemporary ideally befits the perfected tranquil end of road landscape!!!

Listed by Laura Beckwith of Josiah Allen, Dorset

{$office->Name}

Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 2018
* 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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94 Lewis Bend Street, Manchester, VT 05255

Price$1,150,000

Est. Mortgage: $/month

MLS Number 4702255

  • Residential Single Family
  • Listing Agent Name Sunny Breen
  • Construction New Construction
  • Bathroom 5
  • Bedrooms 4

This newly constructed colonial sits in the valley between the Green and Taconic mountain ranges. This new home represents the latest in ENVIRONMENTALLY responsible design with HISTORICALLY inspired architecture. Across the private road are the banks of the West Branch of the Battenkill River. Enjoy your morning coffee on the back porch or stone patio and soak in the captivating mountain views across 13 acres of common land and a beautiful pond. Luxurious details abound inside...Random width wood floors with square cut nails, stone floors in the mudroom and bathrooms, crown molding, custom kitchen cabinetry, custom vanities, stone counter tops through out.

Listed by Sunny Breen and Mary Jo Gourd of Josiah Allen, Dorset

{$office->Name}

Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 2018
* 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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50 Lewis Bend Street, Manchester, VT 05255

Price$1,150,000

Est. Mortgage: $/month

MLS Number 4702253

  • Residential Single Family
  • Listing Agent Name Sunny Breen
  • Construction New Construction
  • Bathroom 5
  • Bedrooms 4

This newly constructed Greek Revival farmhouse combines the latest in ENVIRONMENTALLY responsible design with HISTORICALLY inspired architecture on the banks of the West Branch of the Battenkill River. Enjoy your morning coffee on the back porch or stone patio and enjoy the captivating views to the Green Mountains and the Taconics across 13 acres of common land. Luxurious details abound inside...Random width wood floors with square cut nails, stone floors in the mudroom and bathrooms, crown molding, custom kitchen cabinetry, custom vanities, stone counter tops through out.

Listed by Sunny Breen and Mary Jo Gourd of Josiah Allen, Dorset

{$office->Name}

Josiah Allen, Dorset
3115 Vermont Route 30
Dorset VT, 05251
Office: 802.867.5555

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.57% last updated on Jun 21, 2018
* 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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