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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, Dorset, Manchester, and the surrounding areas.

Southern Vermont Homes with Land for Sale

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555 Pennel Hill Road Halifax VT 05358

Halifax, VT555 Pennel Hill Road

Price$57,500

Est. Mortgage: $/month

MLS Number 4918795

  • Residential Single Family
  • Construction Existing
  • Square Feet 200
  • Bedrooms 1
  • Acreage 10.22

Perched on a hill overlooking a year-round mountain stream sits this cozy little cabin situated privately on 10.2 acres of rolling land on a quiet country road. The cabin is approx. 250 feet off the road and is surrounded by towering mature trees and has a very peaceful and tranquil feel to the setting. If you have dreamed of owning a Vermont cabin in the woods this is a great one to consider. Located only 1/2 mile of route 112 and only minutes from the Mass state line the access and proximity to points south is convenient. Close to Green Mountain National Forest, Lakes for boating and fishing, VAST snowmobile trails and Mount Snow Resort for skiing and winter fun as well as all other year-round recreational opportunities that the area offers. The cabin is seasonal and cannot be a legal year-round dwelling without proper permits and improvements such as a wastewater and water systems. Recent soils tests indicate that a state approved septic system could be designed and installed.

Listed by Chris Long of BHG Masiello Brattleboro

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%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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417 Stewart North Road Mount Holly VT 05758

MLS Number 4918805

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,040

Make this home your own! 10 acres of privacy, open yard, VAST trail nearby, what more could you want? Some TLC will bring the first floor back to life. Live downstairs while you finish the attic and add 1,000sqft of living space! The full basement offers ample storage and bulkhead stairs pull out to allow large items into the basement. Being sold as-is.

Listed by Alexandra Eatmon of Kelley Real Estate,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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883 Brockway Mills Road Springfield VT 05156

MLS Number 4918762

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,197

Welcome home to a serene and peaceful setting with a view of Mt. Ascutney as a backdrop. This wooded property has trails to enjoy with wild ramps, a vernal pool, wildlife and birds galore. Seller believes more than 300 maple trees are on the 11.5 acre property ready to be tapped! Nice level spot amongst them waiting for a sugar shack to be built. The 4 bedroom, 2 full bathroom house boasts a new kitchen that was re-done in 2020 with stainless appliances, Kraftmaid hickory cabinets, a deep black granite composite undermount sink, and Silstone (Quartz composite) counter tops. New Anderson windows throughout the house were also added in 2020. New engineered Hardwood (Hickory) floors were installed in the kitchen, dining and living rooms in 2022. The beautiful exposed beams, central brick hearth with 3 fireplaces and a pizza oven add to the coziness of this home. The comfort and convenience continue with the house being generator ready and with fiberoptic internet available. The deck has been expanded for more outdoor enjoyment and an adorable garden shed holds pride of place among the perennials and vegetable garden spaces overlooking a field and views. Location is excellent with its proximity to the CT River, hiking, golf, skiing (just 30 minutes to Okemo) and the VT Country Store nearby (4 miles away). A one car garage with lots of storage space is the icing on the cake! Delayed Showings begin Friday, July 8 from 10am-2pm & Saturday, July 9 from 10am-2pm by appointment.

Listed by Amy Hill of Bean Group / Vermont

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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107 West Hill Road Ludlow VT 05149

Ludlow, VT107 West Hill Road

Price$785,000

Est. Mortgage: $/month

MLS Number 4918774

  • Residential Single Family
  • Village Ludlow
  • Bathroom 2
  • Bedrooms 3
  • Construction Existing

Prime subdividable lot only 1 mile from the Okemo Clocktower, and 1 mile to downtown Ludlow. Existing post and beam house, barn, and camp structures can be renovated to suit your needs, or split land into 4 parcels and build. Property abuts conservation land and brook, and has a wide variety of fruit bearing vegetation in abundance. Direct access to trails and parks, with nearby skiing and shopping just around the corner. Enjoy year 'round activities and the lifestyle that the Okemo Valley offers from this private yet accessible location.

Listed by Jarrod Jowdy of Coldwell Banker LIFESTYLES - Ludlow

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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5250 West Woodstock Road Woodstock VT 05091

Woodstock, VT5250 West Woodstock Road

Price$1,800,000

Est. Mortgage: $/month

MLS Number 4918791

  • Residential Single Family
  • Square Feet 4,502
  • Bathroom 9
  • Bedrooms 9
  • Construction Existing

The iconic Farmhouse Inn overlooking the Ottauquechee River is located west of Woodstock Village within 15- and 30-minutes' drive of the Killington and Okemo ski resorts, respectively. Known locally as the Robinson Farm, after the family that build the handsome home and legendary barn shortly after the turn of the 20th Century. The property has been converted by the present owners into a gracious and authentic rural farm environment for vacations, weddings, and other events large and small. The historic 1905 Farmhouse Inn offers accommodation in the 7 Guest Rooms, all with private baths and gracious gathering rooms on the first floor. A 2-bedroom Innkeeper's quarters provides private living space. The Red Barn was constructed in the style of a 'bank barn' with grade level entry points to the different levels of the barn where they served a variety of agricultural purposes. The massive timber frame is exposed on all levels with the upper two having been adapted for the event venue hosting up to 150 guests. The White Barn accommodates 50 guests for smaller ceremonies and other events with a wide deck providing a place of seasonal outdoor dining. 13 acres of open land and convenient location offer the potential to create a farm-to-table restaurant, direct-to-consumer shop selling local and regional goods or an immersive Agri-tourism guest experience. Less hospitality-oriented uses as a gentleman's farm or niche farm producing or marketing local goods are great options as well.

Listed by Rachel Arsenault and Laird Bradley of Williamson Group Sothebys Intl. Realty

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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619 Windy Rise East Lane Londonderry VT 05155

MLS Number 4918510

  • Residential Single Family
  • Bathroom 3
  • Construction Existing
  • Bedrooms 5
  • Square Feet 2,336

This private 21.52 acre property nestled at the top of Windy Rise Lane is what you have been searching for. This sprawling setting exudes the peaceful charm that you could only find in the mountains of Vermont. A property with great bones and tons of opportunity. This spacious five bedroom three bath home , offers cathedral ceilings , two wood burning fireplaces, two living areas and barn board accents through out the home. It holds many wonderful memories of winters gone by and is ready for new memories to be created by you.

Listed by Margaret McMahon and Robin Apps of Four Seasons Sotheby's Int'l Realty

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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70 Flynn Hollow Road Sunderland VT 05250

Sunderland, VT70 Flynn Hollow Road

Price$515,000

Est. Mortgage: $/month

MLS Number 4918638

  • Residential Single Family
  • Bedrooms 2
  • Square Feet 2,579
  • Construction Existing
  • Bathroom 4

Contemporary log home defines "rustic chic" in Sunderland VT. This beautifully updated property seamlessly combines the aesthetics of a traditional log home while all newly updated & carefully selected finishes and surfaces lend an appealing casual sophistication. Capturing the warm coziness of a log cabin while also giving a high end vibe, this home is just the right size for comfortable easy living. With an open floor plan, the beautifully appointed & generously proportioned living room with an eye catching stone fireplace flows to the dining area (also with a fireplace) & kitchen beyond creating both inviting and functional spaces. A new stunning main floor primary suite, upstairs guest suite as well as a lower level family room with a "bonus room'' provides ample space for everyday living and house guests alike. A bluestone patio complete with fire pit is ready for your outdoor enjoyment. While the many notable details are too numerous to mention the addition of 3 energy efficient mini splits keep the house comfortably cool and warm when needed , a recently installed standing seam metal roof and a new shed are among them. in a quiet country neighborhood yet just minutes to Manchester 's shopping & acclaimed dining choices, theater and art galleries. Recreation abounds with golf, hiking, the renowned Battenkill for fishing & kayaking, and the mountains beyond for skiing. Vermont living & lifestyle at its best. ** All Stated Measurements/Dimensions Appox**

Listed by Lindsey Pinder of Josiah Allen Real Estate,Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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3087 Main Road West Haven VT 05743

West Haven, VT3087 Main Road

Price$235,000

Est. Mortgage: $/month

MLS Number 4918533

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,900

Great country setting w/ lots of space, great views, nice meadows & privacy all on 4.5 +/- Acres. features 4 brs w/ possibility of another on 1st floor,l arge family room w/ woodstove, formal dining room, sunroom, office, 2 full baths and a large loft on third floor w/ skylights & a shed. Minutes to all 3 lakes Bomossen, Lake St. Catharine and lake Champlain close to ski areas and shopping.

Listed by Mike Kalil of Watson Realty & Associates

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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1726 Skitchewaug Trail Springfield VT 05156

Springfield, VT1726 Skitchewaug Trail

Price$2,300,000

Est. Mortgage: $/month

MLS Number 4918549

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,238

A circa 1734 Cape, displaying authentic detailing of museum quality, in a setting worthy of a Vermont Life Magazine cover! From a New Hampshire location this Cape was patiently dismantled, with components meticulously cataloged, and then relocated to an idyllic Vermont hilltop setting! The interior reconstructed with attention to original design will please the most discriminating early New England architecture connoisseur! Authentic post and beam construction, gunstock corner posts, exposed beams, wooden ceilings, extraordinary wide board floors, 4 brick fireplaces, wide board sheathing and hand planed surfaces are revealed throughout! The advantage of contemporary mechanical systems, with full size cement basement and whole house back up generator are unobtrusive nods to present day conveniences! While this classic Cape features traditional format of family oriented rooms and kitchen on the ground floor, with bedrooms above, the owners have tastefully created a privately sited ground level primary bedroom suite to accommodate often sought practicality of a large ground level bedroom, through constructing a 30'x20' wing onto the residence. With vaulted ceiling and dramatic windows framing views of the pond and distant hills, this bedroom easily becomes a favorite room! Completing the expansive 154 acre estate is a private guest cottage with 4 bay garage below, a large swimming pond, equipment storage barn and extensive trails. An authentic Cape without antique home worries!

Listed by John Wetmore of William Raveis Woodstock

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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319 Tower Road Dorset VT 05251

Dorset, VT319 Tower Road

Price$1,995,000

Est. Mortgage: $/month

MLS Number 4918473

  • Residential Single Family
  • Bathroom 5
  • Square Feet 6,096
  • Bedrooms 4
  • Construction Existing

Dorset Hollow In Door-Out Door Luxury Oasis... Water cascades through the property singing for the lifestyle with every imagined landscaped access to natures comforting embrace... porches, both open and screened, balconies, solid stone steps to and foot bridges over the Mettowee Headwaters or a swimming hole. Spacious 5500 SF residence creates three lovely gathering rooms with stone fireplaces. Quiet nooks for reading... and private bedrooms galore! Architectural details of an old world nature are featured around every corner. The marble island kitchen great room walks out to an amazing screened room and cozies up for couples. Gourmet cooking accommodations centered upon the hearth-room! Single level living with primary suite with walk in closet, guest room with bath, office and study. When entertaining the family and friends have terrific recreation rooms with a wet bar/refrigeration up and overflow bunks, media room & gym down. The property hosts outbuildings for all the toys one imagines: trails steps away, riverside outdoor kitchen and important low traffic area as the road dead ends! Add a new barn with well... auxiliary buildings suitable for auto/toy storage. The outdoor stone terrace amazes with fire pit, grilling, seating space, stone walls and solid steps to recreate! The mountain views are there... the peaceful existence ever present... the travel through Dorset Hollow an incredible parkway... hikes, walking and biking at its best... Dorset Hollow's Gem!

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

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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639 Sawmill Hill Road Wells VT 05774

Wells, VT639 Sawmill Hill Road

Price$349,900

Est. Mortgage: $/month

MLS Number 4918085

  • Residential Single Family
  • Square Feet 3,084
  • Bedrooms 3
  • Bathroom 2
  • Construction Existing

Lovely timber built home sitting on 10 private acres. This home features a country kitchen with center island and panty. Livingroom with wood stove. There is a sunroom with stained glass windows and a deck off of it. 3 bedrooms upstairs with lots of storage. The basement is partially finished with access inside or outside. Outside you can enjoy the gardens and your own greenhouse!

Listed by Nancy Greene of Country Horizon Realty

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$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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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465 Pennell Road Chester VT 05143

Chester, VT465 Pennell Road

Price$1,685,000

Est. Mortgage: $/month

MLS Number 4918189

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 4,444

This extraordinary residence and property is located in the vibrant community of Chester. Chester is easily accessed from Interstate 91 and is the gateway to Vermonts best ski areas which create an abundance of exceptional restaurants, cultural events and recreational options. The property is a south facing, very private 79 acres which consists of well maintained woodlands including a sugarbush with a state of the art sugarhouse and open meadows in the forefront of long range views. Located just below the residence is a large swimming, fishing pond with an adjacent lighted tennis court. Trails for hiking, cross country skiing and mountain biking are throughout the property. Truly an exceptional private setting that has been enhanced by the residence which is expertly sited to take in all that the property offers. The residence was designed and built by the owner who is a renowned wood craftsman. The level of craftsmanship displayed throughout the house is without equal. The choicest woods combined with incredible execution make for a truly unique environment. Every room and space in the house is warm and inviting while offering efficiency and sustainability. Combine this with state of the art systems and unexpected amenities including an adult sized and scaled treehouse make this property a must see for the discerning buyer. You won't be disappointed.

Listed by Wade Treadway of Wade I Treadway Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 5.7% last updated on Jun 30, 2022
* 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 2022 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 July 3, 2022.