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Southern Vermont Homes with Acres

Scroll down to find current homes with acres for sale in Southern Vermont. Explore a variety of beautiful residential listings in Mount Snow, Stratton, Manchester, and the surrounding areas.

Southern Vermont Homes with Land for Sale

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835 Quarry Road Chester VT 05143

Price$479,000

Est. Mortgage: $/month

MLS Number 4760816

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,221

If you are searching for the perfect Vermont setting for year round living and enjoyment look no further than "Hidden Meadow". Situated on a very private 23.52 acres you will find a home and property that has been lovingly cared for by its original owners. The house features a tile entry way that leads to a comfortable living room with vaulted ceilings, hardwood floors and a custom built modified Rumford Fireplace that will heat the room on those winter nights. The living room leads out to a screened in porch were you can relax, bird watch and look out over one of the most beautiful properties you will ever see. The rest of the main floor boasts an open kitchen with an island, ample counter and cabinet space, a formal dining room, 3 large bedrooms including a Master with private bath and a laundry room. You will also find a second floor space that makes a great home office with fiber optic internet. 2 car attached garage with heated workshop and a full basement offers a tremendous amount of storage. The property is special with a wealth of perennial gardens, mature abundantly producing blueberry bushes, lupine fields, custom stonework and steps. The large pond is suitable for swimming and is home to dozens of rainbow trout. The barn is suitable for animals with plenty of open pasture. The location is ideal, just 1 mile to the historic Chester Green and only minutes to the picturesque town of Grafton. Skiing and outdoor activities are also just minutes away.

Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 2019
* 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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1532 Happy Valley Road Woodstock VT 05091

Price$2,895,000

Est. Mortgage: $/month

MLS Number 4760962

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 6,500

This contemporary cape with classic Vermont lines is built on the history and character of two fully reconstructed antique post and beam frames. Currently it is being completely re-sided with beautiful cedar shingles. Architect designed and unquestionably one of the nicest homes in Woodstock. There is beautiful interior space, newly created guest quarters, four working stone fireplaces, high-end master bathroom finishes, and 55.76 acres of playground. Soaring cathedral ceilings, a gourmet kitchen with a huge walk-in pantry, 6 burner Wolf gas stove, a large double door commercial refrigerator, and even space for a kitchen herb garden. The massive central stone fireplace, magnificent P&B frames, and old wide plank floors make this a one of a kind Woodstock retreat. The look and feel is classic Vermont charm with all the modern conveniences of the 21st century. Five (5) bedrooms, four (4) bathrooms, and over 6,000 sq-ft of living space are finished to an exacting level of detail. The grounds have a duck pond, ancient stone walls, a substantial 4-stall timber frame horse barn with hay storage, and 20 acres of open meadows. Enjoy distant valley views from the stone patio and Happy Valley Road is on the easterly side of town with quick access to major metro hubs and downtown Woodstock. Close to trails for biking, hiking, skiing, snowmobiling, or horseback riding. This private setting is just gorgeous and the perfect quintessential Vermont retreat from the busyness of life.

Listed by John Bassette of Bassette Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 2019
* 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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2595 Flamstead Road Chester VT 05143

Price$595,000

Est. Mortgage: $/month

MLS Number 4760937

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 3,099

HIGHLAND PONDS FARM epitomizes the pastoral Vermont lifestyle you've dreamed about! The classic 1820's cape-style farmhouse on 28+ac has been carefully maintained and thoughtfully updated. The current owners have enthusiastically stewarded the land by retaining a balanced mix of open lawn and fields, hard/softwood forest, and cleared trails. Two swimming ponds (stocked with rainbow trout) are ready for cooling off in the summer or winter skating parties. A Japanese tea house adorns one pond; the other has its own sauna nearby. The home is sited to take advantage of morning coffee on the farmer's porch and sunsets on the stone patio. Wide pine floors, exposed beams, and custom tiles demonstrate the quality of craftsmanship. Inside is a comfortable living room with wood stove and a big view, a quiet library with fireplace, formal dining room, eat-in kitchen and a spectacular 3-season sunroom, plus first floor bedroom and bath. The master bedroom with custom built-ins and ensuite bath is conveniently separated from the rest of the upstairs bedrooms. On the lower level is a walk-out basement with an office and access to outdoor hot tub. Plant organic veggies in the established raised beds. Berries and assorted fruit trees dot the property. A neighbor grazes his cows in one of the fields. Rustic private guest quarters and a light-filled artist's studio surprise and delight! In a world of uncertainty, Highland Ponds will rejuvenate your soul...

Listed by Susan Hickey of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 2019
* 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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251 Adams Road Jamaica VT 05359

Price$440,000

Est. Mortgage: $/month

MLS Number 4760971

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,304

There is so much to love about this modern villa in the woods with a quiet country setting. It combines a blend of upscale design, quiet tranquil seclusion, with the comfort of home. This three bedroom plus loft home is move in ready and offers a ton of natural light. It has a spectacular open concept kitchen, dining room and living area. Radiant heat in the entire first floor and the fireplace located in the middle of the house acts as a masonry heater. This house is perfect for the outdoor enthusiast being close to Jamaica State Park and Townsend Dam. There is plenty of snow shoeing, Nordic skiing and hiking right out your front door. After a long day of adventuring relax in the hot tub on the covered porch overlooking the pond. Or share stories around the fire pit. The location is perfect being only 40 minutes or less to many skiing options such as Stratton, Mt Snow, Bromley, Magic and Okemo!

Listed by Jamie Wylie of Stratton Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 2019
* 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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179 Stratton Hill Road Newfane VT 05345

Price$275,000

Est. Mortgage: $/month

MLS Number 4761017

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 1,200

A true Vermont retreat, free from the hustle and bustle of the modern world. This idyllic property sits at the end of the town maintained portion of a seasonal road, on a pristine 29.4 acres with mountain views, river frontage, privacy, and nature abounds. The owners watched a Bobcat on the hunt from their kitchen window just recently thanks to the utter solitude that this afford, while still accessible to nearby amenities. The property was an older cabin that was renovated, expanded, and converted in 2003 to a full time residence with a new septic at that time. The main house is a warm log cabin with stone fireplace, that extends into an open kitchen with great natural light and stainless appliances, wood burning stove, master suite and bath with radiant floors, guest suite, and large sunroom with additional murphy bed for overflow sleeping. In addition, there is workshop/barn with a full one bedroom, one bath apartment above with kitchenette, living room, dining table, and private deck, that the owners used for guests. Wander along the many trails that are on the property, check out the river, roast smores by the fire pit, or simply enjoy the serenity from your stone patio or various porches. A true gem that must be seen!

Listed by Adam Palmiter of Berkley & Veller Greenwood/Dover

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 2019
* 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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2462 Windham Hill Road Townshend VT 05359-1124

Price$995,500

Est. Mortgage: $/month

MLS Number 4760831

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 4,636

Amazing property on 100.6 acres! Approaching this cape style home from a long driveway, its true size is not apparent. Four floors of beautifully appointed living space accommodates family and many guests! Totally renovated through 2019, thought given to every detail, including A/C for hot summers, generator for stormy weather, three radiant heated bath floors for winter mornings. 1st floor: living room has floor to ceiling fireplace, custom kitchen has cherry cabinets, soapstone counters, island, 6-burner cooktop and stainless appliances. Dining room with 180 degree view of field and pond, wrap-around deck for cookouts and stargazing. There is also a half bath and master bedroom with spa-like bath; hydrotherapy tub, shower and laundry. 2nd floor: a second master bedroom suite with gas fireplace, balcony, walk-in closet and bath with soaking tub and walk-in shower. A new bath with marble counter plus 2 additional bedrooms for the family complete this floor. A spiral stair leads to 3rd floor room. Lower level: guest room with updated bath, 3 rooms suitable for family room, gym and playroom for a game of pool. Detached heated garage, large studio above with bath, kitchenette and balcony for panoramic view. Pole barn and shed for storing recreational toys. Total privacy and seclusion yet short distance to market, restaurants, golf and skiing. Midway between Brattleboro and Manchester. Move in ready, must see to appreciate the unique features that this property offers!

Listed by Jane Sonntag of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 2019
* 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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93 Town Farm Road Woodstock VT 05071

Price$525,000

Est. Mortgage: $/month

MLS Number 4760533

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,596

Location, location, location! A classic cape style home, in the very heart of equestrian oriented South Woodstock Village! This carefully crafted cape has many ADA compliant features. A very manageably sized home, privately situated, just a short drive up a quiet dead end town road that even long time local residents may never have traveled on. Single level living is presented to the owners from first entering via the attached garage, to moving throughout the entire 5 room ground floor area of mudroom/laundry, kitchen/dining, living room, bedroom and bath. A bright interior features wide board pine floors, custom made cabinetry, a kitchen dining area with wood burning fireplace, a large mud room with laundry, a ground floor bedroom and two second floor guest bedrooms. Outside, the sunlit lawn areas present the opportunity for views of the Green Mountain Horse Association. Gardeners will appreciate the established perennials and the advantage of natural landscaping features. The property includes both level lawn around the home and sloping fields, for recreation or plantings. Further enhancing the property value is the connection to the village sewer system. The neighboring properties are homes of substantial worth. At the lower edge of the property, a 3000 square foot antique barn is waiting to be repurposed. An appealing cape, with the bonus feature of handicap accessibility, in a truly desirable location!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 2019
* 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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165 State Street Windsor VT 05089

Price$410,000

Est. Mortgage: $/month

MLS Number 4760823

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 6
  • Square Feet 4,182

They don't build houses like this anymore. This amazing colonial revival house has been updated to like-new condition while maintaining the period charm. High ceilings, wood floors, custom built-ins, chandeliers, this house has it all. The recently remodeled kitchen features custom cabinetry reproduced in the style of existing woodwork in the house. Completely private location just minutes from the town center, and within 30 minutes of Dartmouth College and downtown Woodstock. Fabulous mountain views!

Listed by Kyle Arnold of BHG Masiello Brattleboro

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 2019
* 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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1985 VT Route 5 North Fairlee VT 05045

Price$550,000

Est. Mortgage: $/month

MLS Number 4760576

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 2,550

So much potential for this unique 64 acre property. The main house is a distinguished antique Cape with large rooms and loads of charm. Four bedrooms provide space for the entire family. Beyond the attached 2-car garage is a 3 bedroom apartment and large barn that can be converted for animals, studio space, workshop, or just about anything! The adorable detached cottage is the perfect guest house or continued rental. Acres of tillable land surround the home, and a large open field lies just beyond the trees. The location is fantastic, being 2 miles from town and the interstate. Come see all that this beautiful property has to offer.

Listed by Marin Haney of Four Seasons Sotheby`s Int`l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 2019
* 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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1751 Rockingham Road Rockingham VT 05101

Price$129,000

Est. Mortgage: $/month

MLS Number 4760660

  • Residential Single Family
  • Construction Existing
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 1,120

This fabulous log home has been a family treasure for 29 years. It has two bedrooms, 1 bath, a beautiful, open great room with a cathedral ceiling. The room includes a kitchen, dining area and living room. A breezeway connects the home to the garage. Another room off the breezeway has a slider to the rear yard. Tucked away nicely on Route 103 heading directly to skiing, the owners have long enjoyed the ready access! In recognition of the cost of Flood insurance, owner has discounted home significantly. The basement is a crawl space only designed with the flood plain in mind.

Listed by Amanda Stearns and Joan Morey of Barrett and Valley Associates, Inc/Chest

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 2019
* 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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993 Buck Hill Road Townshend VT 05353

Price$599,000

Est. Mortgage: $/month

MLS Number 4760642

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,597

Welcome home to Fair Brook Meadows. Scenic country roads lead to this hilltop retreat near road's end, encompassed by 250 incredible acres. Views that are inspirational. Gorgeous meadows and hills surround this c. 1795 center-entry colonial. Every season here is amazing. Truly a sanctuary from the hectic world. In addition to miles of hiking and cross-country trails, there are rugged stonewalls everywhere, as well as apple, plum and pear trees, blueberry bushes and wild blackberries. The picturesque pastures and woods with babbling brooks, waterfalls, an abundance of native wildlife and two spring fed ponds complete this exceptional property. Understated elegance abounds, with features such as the wide pine floors installed over two hundred years ago, pegged wide birch floors sourced from the property, the country kitchen with raised-panel cabinets, new granite countertop and stainless steel appliances, and a fireplace in the living room for those chilly evenings. The dining room has French doors that overlook a new deck and commanding views to the east. This very special property also has an additional 89 acres with a sweet one bedroom apartment and spacious deck, an over-sized one-car garage with storage barn attached, and a separate potting shed, all for an additional $199,000. Delayed showings until July 10.

Listed by Thom Dahlin of Berkley & Veller Greenwood Country

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 2019
* 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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772 Hilltop Road Andover VT 05143

Price$275,000

Est. Mortgage: $/month

MLS Number 4760616

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,539

Ever dreamed of a life away from it all . . . now is your chance! This adorable and well-maintained log home sits on 3+ acres at the top of Hilltop Road in Andover and enjoys year-round views and close proximity to both Chester and Londonderry (shops, school, etc.) and skiing, golf, hiking and Lowell Lake are all nearby. Enjoy the views and some true peace and quiet from your front porch in the summer, or pull up a chair in front of the cozy fire in the spacious living room come winter. Main level has large living room, separate dining room, kitchen and a bath with shower. Upstairs are three bedrooms and a bath with tub, and the lower level has a rec room and utility area. The cabin is offered fully furnished and is ready to be enjoyed . . . just bring yourselves!

Listed by Claudia Harris of Mary Mitchell Miller Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.84% last updated on Jun 20, 2019
* 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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Copyright 2019 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 June 26, 2019.