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.

100 Fairbanks Road Grafton VT 05146

Grafton, VT100 Fairbanks Road

Price$3,500,000

Est. Mortgage: $/month

MLS Number 4700648

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 5,872

Nestled discreetly in the hills of historic Grafton with panoramic long-range southerly views, Pine Hill Farm is a unique, totally private country estate. The understated elegance, and organic elements of this home invoke a tranquility that transcends throughout. The walk-in field- stone fireplace commands the great room within a massive antique hand-hewn chestnut barn, ideal for entertaining with an exceptional chef's kitchen complete with La Canche range with dual fuel ovens, a magnificent custom antique refrigerator, and beautiful local red slate counters. The patinaed copper and black walnut bar with integrated audio system is perfect for entertaining your guests. Enjoy the luxurious grand master suite, with fireplace, copper soaking tub, wet and dry sauna and private deck with a large wood hot tub. The attached four-season greenhouse and potting room off the kitchen will give you a head start on the planting season or fresh greens year round. Beautifully landscaped with copious gardens and mature plantings to offer an everchanging palate throughout the seasons. Comprised of 150 forested acres as an award-winning Tree Farm, Pine Hill Farm features a separate guest house, heated swimming pool, barn with fenced pasture, equipment barn, a swimming pond and an extensive trail network. 5 minutes from Grafton Village. Close proximity to Stratton and Okemo resorts and beautiful Grafton and Grafton Ponds. Escape the city's hectic life to your own very secluded private est

Listed by Carol Wood and Danny Kogut of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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

69 Upper Taylor Hill Road Winhall VT 05340

Winhall, VT69 Upper Taylor Hill Road

Price$2,950,000

Est. Mortgage: $/month

MLS Number 4848381

  • Residential Single Family
  • Construction Existing
  • Bedrooms 8
  • Bathroom 9
  • Square Feet 7,562

Stunning country home only minutes to Stratton's base area. Meticulously constructed with careful attention to details and materials it is privately sited on 11 + acres with dramatic views to Bromley, Magic & Okemo. Extensive landscaping. Great room with massive stone fireplace, soaring ceiling and windows to enjoy the expansive view. Kitchen offers all the amenities for the most discerning chef. Large walk-in pantry and large 900+ refrigerated walk in wine room. Quiet space in lovely den with fireplace. 6 ensuite bedrooms and 2 ensuite bunk rooms with custom built-in beds. Master suite has propane fireplace, access to enclosed porch and spa like bath. Large family room with fireplace and access to out door patio with hot tub plus additional game room. Lovely wood floors (Hickory, Pine, walnut) Large partially covered patio with built in grill and out door fireplace. Custom built shed to store wood, tools and toys. Partially furnished list to be provided. An Exceptional property at Stratton - offered for the first time.

Listed by Betsy Cetron of Stratton Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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$2,745,000

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: 2.96% last updated on May 6, 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

21 West Road Bennington VT 05201

Bennington, VT21 West Road

Price$2,495,000

Est. Mortgage: $/month

MLS Number 4849646

  • Residential Single Family
  • Village Old Bennington
  • Construction Existing
  • Bedrooms 12
  • Bathroom 16

This exquisitely appointed circa 1913 mansion is privately situated in the prestigious Historic District of Old Bennington amidst 11 acres of parklike grounds. The mansion has been masterfully restored and updated with an eye to preserving its period architectural features. The first floor features an intimate living room with wet bar and wood-burning fireplace, a spacious formal dining room with wood-burning fireplace, a stunning conservatory with brick floor and two walls of divided glass windows and French doors. This property boasts a fully equipped commercial grade kitchen with a spacious footprint. A great space to create your dream kitchen. The 7 of the 12 bedrooms have gas or wood-burning fireplaces and individually controlled heat. En suite bathrooms are tastefully updated. An in-law apartment and 2 cottage suites offer the opportunity for multi-generational living. The property has operated as a highly successful inn for decades providing new owners the opportunity to continue the lucrative inn business or to rent the cottage suites and in-law apartment for supplemental income. Large out-building has possibility to be an oversized, two-car garage with structural upgrades. The stylish furnishings are included in the sale subject to a short list of exclusions. This property can also be purchased together with the Greek Revival home located directly across the road. See MLS #4840013.

Listed by Pamela Long of East Coast Inn Brokers

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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

228 Stowe Hill Road Wilmington VT 05363

Wilmington, VT228 Stowe Hill Road

Price$2,469,000

Est. Mortgage: $/month

MLS Number 4831889

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 5,500

Exquisite farmhouse with incredible views and uncompromising quality from fit to finish. From the moment you step inside you will get the sense of old-world charm with all the modern amenities. The interior boasts a front parlor and lounge, beautiful dining room with fireplace, breakfast nook, living room with fieldstone wood burning fireplace, top of the line chef's kitchen with a Fortress Crawford wood burning stove converted to gas, center island, farm sink, pot filler, warming drawer and high-end appliances. Flanking the dining room, breakfast nook and living is a 70-foot screened in porch with multiple sliders. Custom woodwork and trim throughout, antique replica lighting fixtures, wood floors, radiant heat and elevator. Second floor has four bedrooms and a large loft. The master suite has walk in closets, soaking tub, large stone and tile shower, his 'n' her sinks, antique gas fireplace and sitting area. Lower level with coffered ceilings features a cozy den, custom temperature-controlled wine room with sink and ice maker, rustic stained concrete floor, exercise room and an extra dining space with dual refrigerator/freezer and custom cabinetry. Exterior features a large patio with a circular firepit and “The Party Barn” which includes a massive stone fireplace, full second floor and an outlook with the most intense 360-degree views! Attached to the barn is an oversized 2 car garage with finished space to do as you wish and full bath.

Listed by Deerfield Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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

1108 West Hill North Road Jamaica VT 05343

Jamaica, VT1108 West Hill North Road

Price$2,450,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4821154

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

BETWEEN HEAVEN AND EARTH A NURTURING HAVEN FROM THE WORLD YET 3 MINUTES TO STRATTON MOUNTAIN ACCESS ROAD: Spectacular panoramic vistas of mountain ranges and country valleys under a sweeping sky from this magnificent ski country estate on 99 private acres. A scenic driveway wends its way past a lighted skating pond with warming hut and heated paddle tennis court to the timeless 8 bedroom, 8 bath main residence on a sublime serene hillside setting. A captivating 3 bedroom, 2 bath guest apartment is secluded above the detached 3-bay garage. Spaciousness, comfort , convenience define the open living areas with access onto expansive viewing porches, patios and winterized sun porch. Designed for ease of entertaining and a restorative retreat for the few or many, the main level master suite and en suite guest bedrooms provide restful privacy. Steps from the house, under the stars, is a glass enclosed gazebo with hot tub. Stone walls with perennial gardens enhance the harmonious natural landscape. A world unto itself and still close to Stratton Resort.

Listed by Diana Stugger and Bob Maisey of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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

400 Timberbrook Lane Townshend VT 05353

Townshend, VT400 Timberbrook Lane

Price$1,999,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4850896

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 6
  • Square Feet 5,397

Nestled in the complete privacy of a majestic 1,470 acres, this country estate is located in the scenic Green Mountains of Southern Vermont. With a bright and airy floor plan, covered porches and patios, this home flows naturally with stunning indoor and outdoor living spaces, embracing the beauty of the natural surroundings. Enjoy endless views from the cozy library, gourmet kitchen, two living rooms, office and luxurious master suite with a spa bath and huge dressing room. The workmanship in this home is superb including Brazilian cherry hardwood floors, in-floor radiant heating, custom cabinetry, crown molding, granite and marble throughout, five fireplaces (two wood and three gas) and an elevator accessing all levels. The lower level boasts a home theater and second kitchen. This is a rare opportunity to own a true piece of Vermont with approximately 25 miles of trails, a rustic camp, scenic waterfalls, picnic area and private shooting range. The land is served by four town roads making it accessible from multiple locations. The estate contains a 14,400 square foot indoor heated arena with beautiful wooden arches spanning its width - no center beams or trusses. Formerly used as the ultimate indoor horseback riding arena by previous owner, future uses might include an indoor pool, basketball court, tennis court or storage for your car collection. This impressive property perfectly encapsulates all that Vermont has to offer, truly a world of its own. No drive-bys please.

Listed by Donna Cote and Leslie Fraser of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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

871 Stratton Arlington Road Stratton VT 05155

MLS Number 4782252

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 8,800

Stratton Forest Estates - Exquisitely designed home built with only the finest materials where no detail or amenity has been overlooked. Located on 18 private acres and bordered by thousands of acres of the Somerset Wilderness area this magnificent home boasts views of the North face of Mt Snow to distant ridgelines and the forest below. The interior of this home entails a large mudroom and another grand foyer with custom stone floors, open concept vaulted great room with soaring ceilings, natural woodwork, floor to ceiling stone fireplace, expansive chef's kitchen with large breakfast island, Wolf stove, custom cabinetry, cozy den with fireplace, dining room, and open upstairs balcony/cat walk overlooking the great room. The master suite has a fireplace and sitting room, private deck with gorgeous views and an incredible bathroom. Laundry rooms are located on the main level as well as the lower level. There is a caretakers 1 bedroom 1 bath suite with fully equipped kitchen. The lower level features an entertaining wet bar, family room, game room, hot tub room, sauna, home theater, climate controlled wine cellar, lower level laundry, and bunk suite with sitting room and fireplace. Completing this home is a massive garage that can accommodate up to 3 cars and a couple toys whether its four-wheeler, snowmobiles or both! All of this is only a short distance to Stratton or Mt Snow. Outside there is a large pond and paved driveway.

Listed by Deerfield Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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

455 VT Route 30 Winhall VT 05340

Winhall, VT455 VT Route 30

Price$1,995,000

Est. Mortgage: $/month

MLS Number 4844261

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,350

A truly one-of-a-kind property offering 175(+/-) acres, ideally located in the heart of Ski Country between Bromley and Stratton Ski Resorts. This very unique property consists of a Colonial with barn and garage on 7+ acres with 50+ acres next door and an additional 117+ acres in the back, bordering National Forest and showcasing top of the world views of Stratton Mountain. The residence has true Vermont charm and allows plenty of room for kids to play in the large meadow located behind the barn. It provides a unique opportunity to stay in residence while building your Vermont Dream home(s) on one or both of the adjoining lots. This would make a great Guest House for family and friends or a nice Ski Rental for additional income. For those thinking of developing this large parcel, we can provide the preliminary plans and documentation for a 6 to 7 acre lot subdivision. A property like this doesn't come around often so don't miss out on this extraordinary opportunity to enjoy the peaceful beauty and the lifestyle Vermont has to offer!

Listed by Tammy Dillman and Joseph Cajzer of Josiah Allen Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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

92 County Road Stratton VT 05155

Stratton, VT92 County Road

Price$1,875,000

Est. Mortgage: $/month

MLS Number 4790738

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 7,757

A Vermont haven for those who value an alternative lifestyle as modern and convenient as anywhere. Breathtaking architectural features, superior craftsmanship, coveted location 5 min. to Stratton Resort highlight this remarkable 4-5 bedroom, 6 bath Mountain Home nestled within private 5.18 acres of woodlands, gardens, stonewalls, mountain view. Prepare to be amazed by masterly attention to details. Grand Living Room with dramatic vaulted ceiling showcases spectacular Douglas Fir timber frame beams and soaring stone fireplace. Gleaming Gourmet Kitchen with wine and coffee bar, center isle,5 work stations, windowed breakfast nook invites casual gatherings. Formal Dining Room, Library with coffered ceiling, expansive Family Room with full wet bar and game table area, spacious Guest Suites, Media Room with surround sound, Den or 5th bedroom, gym with golf simulator, grilling deck engage family and guests. Main level en suite Master bedroom provides repose with gas fireplace sitting area, spa bathroom and sauna. Artfully crafted features include Hubbardton Forge lighting fixtures,tigerwood floors,solid cherry woodwork,crown molding,plus slate,travertine,marble,onyx,granite surfaces. Intuitive and energy efficient mechanical systems provide effortless living. Solar panels for zero electric bills, Marvin windows and doors, heat-recovery air exchange ventilators, radiant heat, generator, intercom and security systems,on demand hot water ensure seasonal comfort. An opportune choice!

Listed by Diana Stugger and Bob Maisey of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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 May 8, 2021.