Southern Vermont Homes with Acreage

Browse all homes with acreage for sale in Southern Vermont. Contact us if you have questions or would like to schedule a showing.

Make your search simpler - Register with the site to save your favorite properties and notifications when new listings match your criteria. Signing up is free and will save you time.

72 Cooper Hill Road Dover VT 05341

Dover, VT72 Cooper Hill Road

Price$4,600,000

Est. Mortgage: $/month

MLS Number 4870113

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 7
  • Square Feet 3,602

A modernist house with extraordinary views on 40 acres in Southern Vermont. It is a livable work of art, an elegant blend of precision and playfulness, influenced by the work of Hugh Newell Jacobsen. The simple barn-like forms are suggestive of the Vermont vernacular and feel at home in the rolling meadows bounded by stone walls and ancient maples and a deep swimming pond fed from the mountain. The 4 bedroom house and 2 bedroom guest house are turn-key and completely furnished, many of the pieces are from Minotti. The sleek kitchen design (main house) by Arclinea uses high performance materials and cutting edge technologies for the ultimate experience in cooking and conviviality and another vantage point to take in the view. An abundance of light dances through the interconnected spaces as the day unfolds, highlighting the clean-lined modern architecture and generating emotion, atmosphere and delight. Inviting and comfortable, the rooms orient to the view including the primary bedroom on the first floor. The interior is a calming white, and the ceilings in each space are uniquely different, an expression of pure geometries. All bedrooms en suite, sun room, radiant heat, energy efficient and two gas fireplaces. Major ski resorts nearby: 15 minutes from Mount Snow and 35 minutes to Stratton. 2:39 hours from Boston and 4:25 minutes from New York. Showings will begin on July 17.

Listed by Dia Jenks and T Story Jenks of LandVest,Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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

1950 Collins Road Halifax VT 05358

Halifax, VT1950 Collins Road

Price$4,000,000

Est. Mortgage: $/month

MLS Number 4880530

  • Residential Single Family
  • Bedrooms 4
  • Square Feet 7,149
  • Bathroom 4
  • Construction Existing

Don't miss this stunning residence situated on a gorgeous knoll with the 170 plus acres boasting the most beautiful views in southern Vt. This 5000 SF plus log home is one of a kind. No details were spared by the current owner who had this high end property built to suit the highest of tastes. From mahogany doors with intricate design to a spacious wet bar in the living room for the fine entertaining. The kitchen boasts a wood-fired pizza oven with a luxurious chefs kitchen. A soaring fieldstone fireplace crowns the spacious living room with oversized windows to take in the commanding views. The murals in the bath are hand painted, evoking a truly artisanal experience. As if all of this was not enough, the lower level includes a wine cellar with gorgeous stained glass throughout. The property has an event venue plus a wine making building. Truly, this is a must-see. If you are looking for an intentional property with high-end attention to detail, this just might be your Southern Vermont paradise.

Listed by Monica Sumner of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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

28 Woodsman Road Extension Dover VT 05356

Dover, VT28 Woodsman Road Extension

Price$2,950,000

Est. Mortgage: $/month

MLS Number 4872941

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 9
  • Square Feet 8,763

This stunning custom luxury home is high in the Green Mountains where it has an incredible view of mountains to the east and all the amenities and features you would want. With post and beam construction, the 2,000 square foot great room is the heart of the home containing a two-story granite fireplace that warms all gatherings. There is gleaming hardwood flooring throughout that highlights the beauty of the home and its setting on 12.8 acres. The granite and stainless chef's kitchen includes a 6 burner Viking range, SubZero refrigerator, a stone pizza oven, two separate sink/dishwasher areas and expansive dining areas. Step outside to the expansive deck with a pergola framing the view and experience the clear air and a feeling of being apart from the everyday world. The thoughtful design allows ample room for 7 bedrooms, all en-suite, with an additional full bath and powder room, a laundry room, a media room with adjacent bar and wood-burning fireplace and additional rooms for gathering. The grotto-like spa with beautiful stonework is just steps away from the sauna.

Listed by Meg Streeter of Meg Streeter Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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

45 Tessahoc Lane Wilmington VT 05363

Wilmington, VT45 Tessahoc Lane

Price$2,489,000

Est. Mortgage: $/month

MLS Number 4887077

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 6,600

Amazing post and beam with incredible views of Haystack peak and the spine of the Southern Green Mountains. From the moment you pull up you will be captivated by the covered front porch, timber framing and overall bucolic setting. Enter into the mudroom that offers benches, cubbies, washer and dryer and door to a massive wrap around rear deck taking full advantage of the countryside. Great room features soaring vaulted ceiling, floor to ceiling stone fireplace and sunken living room with a wall of windows looking over the mountains. Fully equipped chefs' kitchen with subzero fridge, Viking range, built in espresso machine, steamer, defroster and warming drawer, wine/beverage fridge, granite counter tops, breakfast bar that seats six and walk in pantry with a stand-up freezer. Dining room features custom trust beam work. First floor master suite has an office, stone fireplace, walk in closet, large bath with soaking tub and tiled shower. Second floor features four bedrooms, five bathrooms, laundry room, den and access to the third floor “MAN CAVE”. Expansive lower level offers another bedroom, bathroom, sauna, stone fireplace, family fun room with ping pong pool and air hockey. Four garage bays with over 1500 square feet for all your cars and toys. Open land, beautiful stone work, VAST access down the street. New roof & exterior trim is freshly painted. 14X40 sled shed. Located 6 miles to Haystack Mountain and the Hermitage Club or Mount Snow just minutes to the north.

Listed by Deerfield Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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

793 Upper Dover Road Marlboro VT 05344

Marlboro, VT793 Upper Dover Road

Price$2,475,000

Est. Mortgage: $/month

MLS Number 4820438

  • Residential Single Family
  • Construction Existing
  • Bedrooms 9
  • Bathroom 8
  • Square Feet 11,935

It's hard to put into words a property like this... Atop 200 acres of conserved land, in the verdant hills of Vermont, near skiing and lakes, sits this truly remarkable estate. This idyllic property consists of 3 residences, 2 ponds, stables, trails, pasture, a studio/event barn, horse barn, equipment building, in-ground pool, stone walls and patios, tennis court site, and perennial landscaping, which all take a back seat to an absolutely stunning long range easterly sunrise view, visible from nearly every corner of the property. Each building has been meticulously renovated to the highest quality. The 5500 sqft vintage farmhouse features exposed original beams, 5 bedrooms, 3.5 baths, dual master suites, 4 fireplaces, a spacious kitchen with walk-in pantry, and 3 car garage. The adjacent 5000 sqft stone lodge features a large open concept great room with stunning architectural elements to fully immerse oneself in the views, upscale kitchen, 2 stone fireplaces, 2 bedrooms, 2 full and 2 half baths, cupola like office, a gym and sauna, 2 car garage, and spacious deck. The 1450 sqft summer cottage has 2 bedrooms, 1 bath, a large keeping room with fireplace, country kitchen, wraparound porch, and endless country charm. The horse barn has a large hayloft and great storage or paddocks all maintained, and there is a large equipment building for tractors and machines to work the land. Every residence is served by high speed cable internet and wifi cameras for year round peace of mind.

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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

Dover VT 05341

Dover, VT

Price$2,200,000

Est. Mortgage: $/month

MLS Number 4863045

  • Residential Single Family
  • Construction New Construction
  • Bedrooms 3
  • Bathroom 6
  • Square Feet 3,350

This extraordinary architect designed (Daniel Gehring) off the grid Contemporary is sited on over 26 private acres with open meadow, stone walls, year round stream & beautiful views over local mountains to Mount Monadnock. The location is on desirable Captain Copeland Road and is just minutes to skiing, 4-Season recreation, music events & restaurants. The attached heated oversized 3-Bay garage has electric doors, basketball hoop, work area, I-Beam construction allowing for uninterrupted space & a 2nd level Office with Bath. This custom built home is light filled with walls of glass and numerous custom features throughout. Included: Formal Entry via covered walkway from the garage & Laundry Room; Huge Kitchen/Dining with Craftsmaid Shaker Cabinets, Quartz countertops, Russian fireplace with baking oven & honed bluestone bench/wood storage and huge glass doors that open inward to allow the outside in! Open to the kitchen is the Living Room with walls of glass framing the distant views; Den with picture window & door to the outside; 3 amply sized Bedrooms all with en suite Baths (Master has a walk-in closet). The 1st level also provides a Powder Room off the Kitchen. The lower level provides: Family Room, Full Bath, impressive utility room, Wine Room & Storage Room. There is a cute cottage on the property with electric, woodstove & sleeping loft. Whole house generator and 27 solar panels with lithium batteries complete the picture! Delayed showing until 6/4/21. NO DRIVE BYS!!!

Listed by Robert Doyle of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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

106 Smith Road Wilmington VT 05363

Wilmington, VT106 Smith Road

Price$2,195,000

Est. Mortgage: $/month

MLS Number 4861424

  • Residential Single Family
  • Construction Existing
  • Bedrooms 19
  • Bathroom 19
  • Square Feet 10,932

This Country Estate style property would be a wonderful Multi-Generational or Multi-Family group style home, and has room for many activities. The buildings can be used privately or rented in a variety of ways, family reunions, weddings, weekend or seasonal rentals, workshops or multi generational gatherings. The 3 level main building has 16 BR's that can be used privately by 2 or more families. Multiple kitchens, sitting areas, dining rooms, exercise room, sauna, built in pool, game rooms, office area, outdoor BBQ kitchen and deck. The separate 3BR cottage, has a beautiful country kitchen, LR, sunroom, porches and has a detached 1 car garage Great property for an active family compound with extra room for yoga, art, ski club or retreat center activities. Wonderful rental opportunities or just a wonderful multi- family compound. The septic systems, grounds, stonewalls, buildings, gardens and on site amenities, firepit and view filled grounds have all been inspected and have been upgraded as needed. The owner is an out of state real estate broker. Sq. footage to be verified. No drive-bys please appointments are required.

Listed by Janet Boyd of Boyd Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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

270 Handle Road Dover VT 05356

Dover, VT270 Handle Road

Price$1,995,000

Est. Mortgage: $/month

MLS Number 4877357

  • Residential Single Family
  • Bedrooms 28
  • Bathroom 29
  • Construction Existing
  • Square Feet 16,893

Location, Location, Location.... closest privately owned bed and breakfast to Mount Snow Ski resort and just a few miles from The Hermitage Club.Located between the Sundance and Carinthia lodge at Mount Snow, this well established inn could be your next chapter. Current owners have run a successful year-round operation for over 15 years. The Inn has been operational since the late 60's. Simple and well appointed rooms, spacious gathering spaces and full service kitchen with dining area. The best kept secret is the back yard. Open flat space butting up to the North Branch River. In ground heated pool with a brand new fence. Gazebo for apres pool. 10 person hot tub, deck over looking the beautiful back yard. Off in the corner of the open field there is a pergola for hosting wedding ceremonies. This property must be seen. Current owners live on property.

Listed by Betsy Wadsworth of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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

45 Harris Road Dover VT 05356

Dover, VT45 Harris Road

Price$1,899,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4848283

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,264

This exceptional property offers a great location with complete privacy and solitude looking and amazing mountain views. This gorgeous Post & Beam home was completely renovated in 2015 with nothing but quality, making it a home for the discerning buyer who appreciates all that it has to offer. You will enjoy the property in every season with extraordinary features including a gorgeous infinity salt water heated pool with retractable walk-on cover & surrounding stone patio, expansive new Mahogany/IPE decks, a shooting platform, and stone firepit and added special features -storage shed, beverage fridges, LP connected gas grills, a waterfall feature viewed from the covered front porch, and an inviting hot tub. Interior features include a soaring natural stone fireplace, cathedral ceilings, an amazing kitchen with all Viking appliances, a Sonos wireless system, game room, and home office. Add a heated three car 30x40 ft garage with a full finished second story for workshop or recreation, a drive through bay for motorized toys, and a 20K Auto generator. The additional two land parcels create privacy, and rolling landscape enhances the most beautiful sunrises and views to the NH mountains. There is nothing missing in this exceptional offering! A great escape from everything and just minutes to The Hermitage Club, Mount Snow and southern lakes. 4 hours to NYC and 2 1/2 to Boston. This property is being offered fully furnished!

Listed by Arlene Palmiter of Berkley & Veller Greenwood/Dover

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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

52 Route 30 Winhall VT 05340

Winhall, VT52 Route 30

Price$1,600,000

Est. Mortgage: $/month

MLS Number 4886950

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 5
  • Square Feet 4,093

Skylight Ski Lodge was built in 1950 and was run as an Inn from 1952-2002. In its heyday, Ski Magazine, February 1977 Issue, said: "most of the serious skiers who frequent the Skylight Lodge wouldn't think of staying anywhere else."It was purchased in 2004 and totally renovated with every amenity you could wish for, done in excellent taste. Two great rooms with massive native stone, wood-burning fireplaces. Maple trees on the property were milled and used for trim and maple floors throughout the home. A large kitchen and dining room capable of entertaining 25. Seven bedrooms, two master suites, and numerous configurations. The property is being sold fully furnished. Located close to Bromley and Stratton. It's on the Vast trail and surrounded by the Green Mountains. Skate on the pond out back. Current owners use the home for personal use and also use is as a VRBO.

Listed by Moira Spivey of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.05% last updated on Oct 14, 2021
* 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

Broker Reciprocity

Copyright 2021 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 16, 2021.