Our Southern Vermont Residential Listings

If you are looking for Real Estate in Southern Vermont, you’ve come to the right place! We specialize in Residential properties in Southern Vermont’s premier Ski Resorts like Stratton, Bromley, and Magic Mountains as well as the quintessential Vermont towns like Manchester and Dorset. Whether you are looking for a primary residence or a luxurious vacation home, country or mountain setting, close to town or private country setting with acreage, we have the property for you!

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74 High Meadow Road Winhall VT 05340

Winhall, VT74 High Meadow Road

Price$2,395,000

Est. Mortgage: $/month

Pending

MLS Number 4826982

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 5,460

Rare opportunity to own one on the finest homes at Stratton Mountain. This masterpiece of architectural and interior design is situated alongside the Stratton golf course with easy access to skiing. Luxurious finishes, family friendly floorplan and an incredible outdoor space defines this 3.6 acre estate at 74 High Meadow Road. The distinctive style is credited to original architect Mark P. Finlay, with extensive renovations by an exemplary firm that left no detail untouched. Eating at home is a delightful experience with the zen like ambiance in the kitchen, dining, and great room, with walls of windows and finishes in warm hues. Well equipped with a Viking 6 burner duel fuel stove, sub-zero fridge, and 2 dishwashers. The main floor master suite is privately sited in the home and includes mountain views. The living room loft has views of the slopes, and a special place to call a home classroom or office. Exercise room, and hot tub on the private stone patio. Three season porch, and destination fire pit. Central air-conditioning, radiant heat, backup generator, high speed internet, Crestron remote access system, 3 fireplaces, 2 sets of laundry, and 2 car garage are just a few of the essentials of this home. Skip the wait list at the private Stratton Mountain Club and be a member this season with this home. The site is 3 contiguous lots, allowing you to build a guest house in the future, or enjoy the level lawns for snowmen or swing-sets. Path to golf course to snowshoe.

Listed by Chrissy Carroccio and Karin Hardy of TPW Real Estate

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$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

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54 Red Clover Lane Mendon VT 05701

Mendon, VT54 Red Clover Lane

Price$1,690,000

Est. Mortgage: $/month

MLS Number 4821494

  • Residential Single Family
  • Construction Existing
  • Bedrooms 17
  • Bathroom 22
  • Square Feet 15,486

The Red Clover Inn is ready for its next chapter. The perfect opportunity for new ownership to take the Inn to its next level --- includes a separate owner's farm house. There is great staff in place and the Inn is active, including hosting weddings and events. The property is ideally situated on 12.8 secluded acres near Pico and Killington ski mountains. There are two guest buildings offering 17 guest rooms and 22 bathrooms, an owner's home and a classic red Vermont barn. The main house features a 60+ person restaurant and tap room, as well as multiple gathering spaces. As you'll see from the aerial views, The Clover is tucked away in a lovely corner of the Green Mountains of Vermont, allowing for seclusion, yet conveniently located next to Pico Ski Mountain and is a short 15 minute drive to Killington. Come and stay a night to fully experience all of the possibilities.

Listed by Steven Bryant of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

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1532 Morse Hill Road Dorset VT 05251

Dorset, VT1532 Morse Hill Road

Price$1,299,000

Est. Mortgage: $/month

MLS Number 4681331

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 2,400

Fabulous property located at the top of Overlook and Wind Hill Roads on Morse Hill Road in Dorset, Vermont. With 58 acres, open meadow, forest, brook, and views to the south, this property is ready for your imagination! The farmhouse is a classic style and has been in the family for over 50 years. This property is available in its entirely - house with 58 acres.

Listed by Paul W. Carroccio of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

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1702 North Puckerbrush Road Reading VT 05062

Reading, VT1702 North Puckerbrush Road

Price$1,250,000

Est. Mortgage: $/month

MLS Number 4819286

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 7,374

A magical property located in the hills of Reading surrounded by large country properties in the heart of horse country. State Forest land abuts this property. This home is a perfect retreat for those seeking solitude. The sweeping drive carries you through the woods to the home-site which is centered in an open area totally hidden from the town gravel road. Pleasant view are here now, with dramatic views if you chose to thin the woodland below. Walking the grounds you will find a natural landscape with added fruit trees, a new barn with storage for 2 or 4 cars and a loft, a hidden back field and even an ancient "lime kiln'. Inside there are so many quality features that you may have only dreamed about...the top of the line kitchen with Sub-Zero freezer and fridge, Wolf range, refrigerator drawers, cookbook library, and a separate prep room known as the 'gadget room'. There is an office, den, living, dining room on the first floor along with screen porch to the rear. There are two wings to the second floor..giant master suite with abundant storage and a stunning bath along with two guest rooms and a laundry room that will make you want to do your laundry. The other wing would be a perfect in-law suite or nanny's quarters with two sleeping rooms, sitting room, full bath and washer/dryer. The lower level has a large family room, gallery, exercise room and 2 storage areas. This property is second to none with Okemo and Woodstock just miles away. Be sure to check out the video!

Listed by Betty McEnaney of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

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3378 30 Route Dorset VT 05251

Dorset, VT3378 30 Route

Price$875,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4784534

  • Residential Single Family
  • Construction Existing
  • Bedrooms 15
  • Bathroom 14
  • Square Feet 6,589

This time-honored Vermont bed and breakfast has been a reputable place to find peace and comfort in downtown Dorset for many years now. Boasting eleven guest rooms, each with their own private bath, this inn is one of the quintessential places to stay when visiting the area. With several fine dining experiences within a 1/2 mile distance and both Bromley and Stratton merely a short drive away, new owners could settle down effortlessly knowing the location can't be beat.

Listed by Paul W. Carroccio and Marek Kovac of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

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3455 Main Street Manchester VT 05254

Manchester, VT3455 Main Street

Price$875,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4845909

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 3,700

From the 1800's to 2021, the lure of Vermont hasn't changed; fresh air, mountain views, quaint villages, and open spaces. “The Carriage House” at 3455 Main has that lure, and more. Located in Manchester village with marble sidewalks, yet privately tucked away on 4 acres with a breathtaking view of Equinox Mountain. Four houses down from the famed Equinox Hotel, this special property has true Vermont charm, an in ground pool, and detached garage. A tool shed in the front yard is your 'dreamer space'; a place for your yoga, office, wood shop, writing, and more. The entry foyer reveals high ceilings that carry throughout the first floor. The living room has an enviable view of Equinox Mountain, as does the master bedroom and main floor bedroom. The fireplace surrounds in the family room, living room, and master bedroom fireplaces are marble. The living room and family room both open to the three season sun porch with a slate floor and views of the iconic birch trees in the yard. The main floor has two bedroom suites, depending how you set up the house. Upstairs is a master suite with fireplace, giant walk in closet, and en suite bathroom. The additional guest room with en suite bathroom has the same big view of the mountains. Two additional bedrooms share a bathroom between them. This village gem is ready to be brought into 2021, and its location is a treasure now, and for years to come. Interior photos and video tour to be added as available.

Listed by Chrissy Carroccio of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

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300 Fairway Meadows Road Windham VT 05359

Windham, VT300 Fairway Meadows Road

Price$840,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4816573

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 4,036

Paradise for the Sportsman and Outdoors Woman - Live in Year Round Luxury! If you ever wanted to leave the "rat race" behind and find your own paradise and peace and quiet in Vermont... this idyllic spot is for you. It's like having your own resort and special hideaway! Total privacy on 28+ acres with 270 degree views, including the peaks and trails of Okemo in the distance. This fabulously unique timber frame, designed by Pete Newton and built by Scott Wilkins Custom Home Builders will captivate your imagination. What it is and what it could be! Literally 100's of thousand of $$$'s of gorgeous Windham Dark Green Ledge Slate from this very property, makes up the massive and dramatic wood burning fireplaces inside and the slate also lines the huge Vt. country pool/pond and huge patio area. Pool area also with a Vt. timber beam Cabana for serious outdoor entertaining. The home enjoys Southern sunny exposure in all the living areas. Incredible living room, master bedroom and kitchen all flowing out to poolside summer living and splendid mature gardens in bloom. Entertaining is world class with pool table and state of art golf simulator with over 200 courses to test your skills. Just a short direct access to the VAST snowmobile trails. Enjoy ALL that Vermont has to offer in EVERY season. Magic, Stratton and Okemo all within 25 minutes. Come see this magnificent home.

Listed by Wilkie Bushby of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

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952 Scout Camp Road Plymouth VT 05056

Plymouth, VT952 Scout Camp Road

Price$695,000

Est. Mortgage: $/month

MLS Number 4848153

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,200

This is a little bit of heaven right here. Located on the backside of quiet Lake Amherst is a home that is much more than a summer camp. This house is just 6 years old so the headaches are non-existent. The structure is in great shape and so are the mechanicals. There is a porch across the entire front of the house to overlook the lake...room for dining, sleeping, or relaxing in the rockers for the afternoon. Super location for skiers with Okemo in one direction and Killington in the other, but the highlight is certainly the lakefront. Included with all the furnishings are the water toys...kayaks and canoe, but if you feel like cycling the back roads, there are bikes, too. Power boating on Echo or Rescue if you like. You may want to picnic at the park, the Plymouth State Park is just up the road. Inside you will feel instantly at ease...a large bright kitchen with everything you would need already in place. The open kitchen, dining, living area is sprinkled with antiques and collectables. It is such an inviting atmosphere, you won't want to leave. With the fiber optic internet, perhaps you won't have to go! Upstairs is a master a bank of windows overlooking the lake and with its own bath. There is another bedroom, den and second bath on this level. There is a full basement ready to finish as a rec area. There is even an egress window built into the foundation for light and safety. This home has it all. Showings are sandwiched around rentals. Patience may be needed!

Listed by Betty McEnaney of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

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10 Tollgate Road Winhall VT 05340

Winhall, VT10 Tollgate Road

Price$629,000

Est. Mortgage: $/month

MLS Number 4843848

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 7
  • Square Feet 5,148

Charming 4 bedroom home above the the beloved Mistral's restaurant less than 10 minutes from Manchester Center and just 5 minutes from Bromley Mountain! Restaurant is also included with the sale, with tremendous potential to renovate the restaurant dining room into additional living space. The 4 acre property is conveniently located just off of VT Rt 30 and currently has approximately 3,400 square feet in the restaurant and 1,700 square feet of residential space. Beautiful views of Bromley Brook and waterfall from the house and restaurant.

Listed by Andy Paluch and Paul W. Carroccio of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

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472 Main Street Chester VT 05143

Chester, VT472 Main Street

Price$450,000

Est. Mortgage: $/month

MLS Number 4822226

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 5,546

This is one of a kind! Whether you are looking for a home for your family and guests, or something that you can use for a home business, this one is for you. It isn't often that you find a house in this condition-just look at that porch. Located just a short distance to the village green, shops and eateries. In the other direction you will find the Chester recreation area for pool, tennis, and hiking. You have your choice of ski mountains with Okemo, Magic, Bromley and Stratton all a short drive away...golf, fishing, hiking, biking and so much more that Vermont has to offer. The home is lovely. There is a large kitchen, dining room and living room for formal relaxation. An office and first floor bedroom and full bath, too. Upstairs are 4 more bedrooms and 3 more baths. There is a back staircase off the kitchen. The back end of the house is where fun can happen. There is a bar and sitting area along with two rec rooms, currently with ping-pong, air hockey, billiards and poker tables! In addition, there is a large multipurpose room...exercise, shop, studio, rental space....you decide! The fiber optic internet means you can stay in touch with work or take in your favorite movies. The landscaping is very attractive. Off the back of the house, there is a private deck that overlooks the huge, flat back yard. Every inch of it is usable for play or gardens! There is much to love here and in Chester. Offered mostly furnished. Be sure to take in the video to see all there is to offer.

Listed by Betty McEnaney of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

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10 Plumley Avenue Ludlow VT 05149

Ludlow, VT10 Plumley Avenue

Price$399,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4846783

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,806

Just imagine...a getaway LOG home within walking distance of the village! It's true! Less than a half mile from main street, and a mile and a half to Okemo's base lodge. This home is loaded with extras...the covered porch across the front and the deck with HOT TUB on the backside. Small, easy keeper lot. Enter the home and hang your coats at the door. There is a bedroom and 3/4 bath on the main level, along with the open kitchen, dining and living space. Cathedral ceiling, custom railings, wood floors, wood stove...the character just doesn't quit. Upstairs there is a giant loft, two bedrooms and another 3/4 bath. On the lower level, there is a large family room which is a great place to hang out and there's room for all kinds of games. Since this is being sold furnished, it's going to be so easy to get yourselves settled up here to enjoy all the area has to offer...skiing, golf, the lakes, hiking, day trips, history, crafts and more. This home is just steps away from Dorsey field for some good outdoor activity...ball games, tennis, basketball. There is something for everyone with this home that's just loaded with charm. Is it the one for you?

Listed by Betty McEnaney of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

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1254 Route 133 Ira VT 05777

Ira, VT1254 Route 133

Price$325,000

Est. Mortgage: $/month

MLS Number 4848740

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,067

This is a quintessential Vermont property! Beautiful 3,000 square foot farm house built in 1789, surrounded by 29 acres of open and wooded land, including a babbling brook behind the house, maple sugarbush, pond, trout stream and rolling meadows with beautiful mountain views. The farm house has been partially updated and is ready for your finishing touches to make it a truly spectacular home. Just 15 minutes from downtown Rutland and 30 minutes to Pico ski resort. The land is currently deeded as two separate parcels with the potential to subdivide further. Residents of Ira have school choice for grades K-12.

Listed by Andy Paluch of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.02% last updated on Mar 4, 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.

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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 March 5, 2021.