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Plymouth VT Real Estate

Just off of Route 100, Plymouth is a quaint town in the “Woodstock-Quechee” region of Windsor County known for its history and beautiful scenery. The town is the birthplace and burial grounds of President Calvin Coolidge; the historic site is preserved by the state of Vermont and is considered one of the best-preserved Presidential sites in the United States. Plymouth’s beautiful landscape is home to Coolidge State Park as well as Camp Plymouth State Park and is also a short distance from Okemo Mountain Ski Resort. 

Search the latest real estate in Plymouth, Vermont with Maple Sweet Real Estate. Find the right property for you from a variety of listings. Register to save your favorite listings and you can get email notifications when similar properties are posted. Have an account? Log in here.

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255 Round Top Road Plymouth VT 05056

Plymouth, VT255 Round Top Road

Price$6,500,000The price has recently decreased

MLS Number 4721059

  • Commercial
  • Year Built 2006
  • Square Feet 8,000
  • Acreage 800
  • PricePerSqFt 812.5

Plymouth Notch......is located in Vermont's "snow belt" along the spine of Green Mountains peaks and offers a unique opportunity to own and operate an existing ski area or create your own private year round recreational estate. Plymouth Notch consists of two mountains, presently with 150 skiable acres and 28 trails all located on Bear Mountain. Salt Ash Mountain adds an additional 300 acres of skiing capacity to the project. The sale includes 800 total acres, an 8,000 sq ft Lodge with a fully equipped kitchen & bar area, double chairlift, snowmaking pond capable of 100% coverage, additional outbuildings, maintenance garage and equipment necessary to maintain the ski area and grounds. In addition, an Act 250 permit has been granted for residential development. The Master Plan allowing for 66 units around the base area with further development located on the mountain. Plymouth Notch is easily accessible located on a major Vermont ski artery near equal distances of Okemo Mtn., Killington and the village of Woodstock. Inquire for your private tour and further details.

Listed by Roger Danyew of Diamond Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.87% last updated on 2024-06-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

476 Salt Ash Road Plymouth VT 05056

Plymouth, VT476 Salt Ash Road

Price$4,850,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4976477

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 9,153

Serena Lodge was inspired by the legendary William Rockefeller estate in the Adirondack Mountains, known as The Point, which the current owners so loved. The 9,000+ square foot home was thoughtfully designed to perfectly capture the inviting look and warm feel of the renowned five-star enclave. The long drive welcomes one to the residence, which rests atop a knoll by a crisp creek with small waterfalls that create constant water music. The Great Room, the heart and soul of the home, features a striking stone fireplace, floor to ceiling windows, two sitting areas, and an accessible kitchen framed by a thick granite counter. Outdoors, a barbecue terrace and stairs lead to the creek. In the east wing, the primary suite offers tranquil privacy with sitting area, fireplace, and balcony. The west wing has four more en-suite bedrooms and a designated family room. An open stairway leads to artist studio, office and sitting area in the loft. The 25 x 38 foot Adirondack Room in the lower level is for games and TV, with convertibles for extra sleeping. There is a bonus room with bath and a wood shop that doubles as a car park. The house is fully air-conditioned, has high speed internet and a generator. A short drive to both Okemo and Killington, the Hawk community is managed by Hawk Services providing all the services one could desire. Living at Serena Lodge can be quiet or social, as active or relaxed as you like. The possibilities are as broad and grand as the majestic home itself.

Listed by Debra Staniscia of Four Seasons Sotheby's Int'l Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.87% last updated on 2024-06-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

9 Scott Terrace Plymouth VT 05056

Plymouth, VT9 Scott Terrace

Price$1,395,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4992998

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2,898

Welcome to Lakeview Retreat! Nestled on the shores of Echo Lake with stunning views of Okemo Ski Mountain, this exceptional property offers the perfect blend of natural beauty and recreational opportunities. Situated on two acres of land, this estate boasts not one, but two charming houses, making it ideal for hosting guests or having a family compound. Additionally, the small garden plot enhances the charm of this countryside retreat, providing a peaceful sanctuary to unwind from the daily grind and cultivate your own vegetables, adding to the joy of self-sufficiency and connection with nature. With easy access to the town of Ludlow, as well as popular ski destinations like Okemo, Killington and Pico and the Village of Woodstock, you'll have the best of both worlds. The privacy and serenity of lakeside living, coupled with the convenience of nearby amenities and attractions. The lake itself is a haven for outdoor enthusiasts, offering opportunities for paddling, fishing, and even winter ice skating and cross-country skiiing when the temperatures drop. Whether you prefer to relax on the dock with a book in hand or embark on a thrilling adventure on the water, this property has something for everyone. Don't miss your chance to own this one-of-a-kind retreat where every day feels like a vacation. Come experience the magic of Lakeview Retreat, your gateway to year-round enjoyment in the heart of Vermont's stunning landscape.

Listed by Eric Johnston of Four Seasons Sotheby's Int'l Realty

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.87% last updated on 2024-06-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

286 Dix Hill Road Plymouth VT 05056

Plymouth, VT286 Dix Hill Road

Price$815,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4997549

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,819

Discover your perfect retreat in this charming chalet nestled on over 10 acres of serene countryside! This inviting home features a two-car garage and a stunning grand fireplace, making it an ideal escape for you and your loved ones. Enjoy the best of both worlds with Okemo and Killington ski resorts just 15 minutes away, offering endless adventure year-round. Step inside to a spacious, open-concept kitchen and living area, perfect for gathering after an exhilarating day on the slopes or trails. Recent updates shine through with a modern kitchen and an elegantly remodeled master bath. The private primary suite upstairs includes a cozy office, providing a peaceful workspace or reading nook. On the main level, you'll find two additional bedrooms and a full bath, ensuring comfort and convenience for family and guests. The lower level is a haven for entertainment, boasting a TV game room with a pool table, a 3/4 bath, and a stylish private bar room. Step outside to a vast yard perfect for sledding, adding more fun to your outdoor adventures. Located on a dead-end road, this property ensures privacy and tranquility while being just minutes from Colby Pond and Plymouth State Park. Whether you're seeking a seasonal getaway or a year-round residence, this chalet offers a blend of rustic charm and modern amenities in a prime location. Square Foot Measurements are based on town records. Visit the Okemo real estate community today. Taxes are based on current town assessment.

Listed by Katherine Burns and Joseph Karl of William Raveis Vermont Properties

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

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Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.87% last updated on 2024-06-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

122 Dead End Road Plymouth VT 05056

Plymouth, VT122 Dead End Road

Price$700,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4999595

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,565

Discover your dream retreat in the heart of Vermont's ski country! This well-maintained Lindal Cedar Home offers a perfect blend of rustic charm and modern luxury ready for you to move in. Nestled beside a tranquil river with its own swimming hole, this property promises relaxation and adventure with easy access to the VAST snowmobile trail system. Step inside to find a kitchen featuring stainless steel appliances and granite countertops, ideal for culinary enthusiasts. The great room is a showstopper with a brick hearth and soaring chimney, hardwood floors, a cedar wood accent wall, a wall of windows, and stunning river views. Entertain family and friends with ample space provided by 3 bedrooms, bonus rooms, and a second living area on the lower level. The home includes a primary suite with a full bath, another living area, and an office connected to the outside deck overlooking the river. With a bath on each floor and a convenient mudroom entry with laundry nearby, this home offers both comfort and functionality. Large garage has room for your car and toys; a perfect blend of functionality. The prime location is central to all that makes Vermont a year-round paradise. Okemo (15 min) and Killington ski resorts (10 min), Calvin Coolidge State Park, Plymouth State Park, four beautiful lakes, extensive hiking and biking trails, and miles of snowmobiling are all within easy reach. Visit the Okemo real estate community today. Taxes are based on current town assessments.

Listed by Katherine Burns and Joseph Karl of William Raveis Vermont Properties

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.87% last updated on 2024-06-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

2370 Vermont Route 100 Plymouth VT 05056

Plymouth, VT2370 Vermont Route 100

Price$628,500The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 4997864

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,810

From the moment you step inside, the illusion of being nestled among the treetops transports you to a world where nature meets comfort. The first floor welcomes you with a cozy living room with wood fireplace, a practical galley kitchen, dining area, a ¾ bath with laundry, guest bedroom, and a back porch. Upstairs are two en-suite bedrooms with full bathrooms, and an additional loft space for relaxation or an at-home office. Venture down to the spacious lower level, where built-in bunk beds, a wet bar, TV area, and a luxurious ¾ bathroom with sauna and tiled steam shower await. Open the doors to the backyard, where trails lead to Lake Amherst. This remarkable home boasts modern amenities, including a brand-new whole house generator and 1GB fiber internet, and provides access to the Hawk Resort amenities and trail system. With a strong short-term rental history and full compliance with local regulations, this fully furnished retreat, down to the linens, offers a turnkey experience. Situated on a little over an acre, and perfectly tucked between Okemo and Killington Mountain Resorts and the Route 100 lakes…it's a haven for outdoor enthusiasts seeking both tranquility and adventure. Part of the Salt Ash Homeowners Association.

Listed by Mendi Michael of Engel & Volkers Okemo

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.87% last updated on 2024-06-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

4726 Route 100 Plymouth VT 05056

Plymouth, VT4726 Route 100

Price$479,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4928290

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,387

Prime easy location minutes to Killington, Okemo/Jackson Gore and Woodstock. This adorable, lovingly maintained home has 3 bedrooms, 1 1/2 baths, and is situated on 11.7 +/- acres with winter seasonal mountain views towards Killington. The home has loads of light and a great open concept floor plan to entertain family and friends after outdoor play. The property has extensive long term rental history. It would be a perfect short term rental investment opportunity. Two car detached garage and loads of land to enjoy in the heart of the Green Mountains. Minutes away is world class skiing and golf, endless hiking, mountain biking, snowmobile trails, and wonderful lakes for fishing, kayaking & swimming. New septic system, new driveway, new hot water heater, and new roof on the garage. Come check this sweet property out today!

Listed by Marni Rieger of KW Vermont-Killington

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

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Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.87% last updated on 2024-06-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

4645 Vt 100 Plymouth VT 05056

Plymouth, VT4645 Vt 100

Price$335,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4976698

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,100

Nestled in the heart of picturesque Plymouth, Vermont, this delightful 2-bedroom, 1.5-bathroom home offers a serene retreat on 0.40 acres with a meandering creek running through the backyard. Enjoy the tranquility of nature from your own private back deck, providing the perfect oasis for outdoor dining, morning coffee, or simply unwinding while gazing at the soothing waters. The private back deck is a prime spot for outdoor gatherings and offers an idyllic setting for dining and relaxation. Take in the enchanting views and sounds of the creek, making it a nature lover's dream. The interior of this home is designed for cozy comfort and efficient use of space. The first floor features a distinctive open-concept dining, living, and kitchen area, making it a great place to entertain or simply enjoy family time. A 3/4 bath on this level adds to the convenience. Upstairs, you'll discover two well-appointed bedrooms that provide a peaceful retreat at the end of the day. The home also boasts a convenient 1/2 bath with a washer and dryer, adding modern comfort to this charming countryside home. This home is situated in the serene town of Plymouth, Vermont, known for its natural beauty, outdoor recreational opportunities, and historic significance. Whether you're looking for a full-time residence or a vacation getaway, this property offers a slice of rural paradise. Outdoor enthusiasts will relish the numerous hiking, skiing, and snowmobiling opportunities in the area.

Listed by Livian Vermont of KW Vermont

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4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.87% last updated on 2024-06-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

445 Merrill Hill Road Plymouth VT 05056

Plymouth, VT445 Merrill Hill Road

Price$199,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 4999492

  • Residential Single Family
  • Construction Existing
  • Acreage 11.6
  • Stories 2
  • Utilities None

Rare opportunity! Attention all avid snowmobilers, hikers, mountain bikers, and nature enthusiasts! Very private location in Plymouth on 11.6 acres providing direct access to VAST trails and endless hiking/biking trails. Driveway is cut in and goes all the way up to the house. The house was built in 1992 and waiting for new owners to fix it up and complete it. The Seller has not percd the land for septic. There is no septic system or well on the property. This portion of Merrill Hill Road is seasonal, and the road becomes the VAST trail during the winter season. With some proper tree clearing, you may be able to get a mountain view. Please schedule an appointment to view this property.

Listed by Marni Rieger of KW Vermont-Killington

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.87% last updated on 2024-06-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Route 100 Plymouth VT 05056

Plymouth, VTRoute 100

Price$169,900The price has recently decreased

Est. Mortgage: $/month

MLS Number 4974314

  • Land
  • Acreage 2.3
  • PricePerSqFt 73869.57
  • Waterfront 355
  • Water View

RARE OPPORTUNITY! 2.3 acres of land with a 3 bedroom state approved waste water permit and deeded lake rights on pristine Woodward Reservoir. Ideal location a couple minutes away from the Killington Skyeship Base Lodge and Gondola. Also, near by to Okemo Mountain Resort/ Jackson Gore and gorgeous Woodstock Village. Private build spot almost totally surrounded by forest reserve land. Established driveway and babbling brook on the property. Act fast on this sweet parcel of special land with lake rights on one of Vermont's most beautiful lakes. Enjoy your own area to put your boat in, swim, fish or just chill out in the summer months. In winter enjoy access on the lake to cross country ski, snowshoe or ice fish. Come take a look today to appreciate all this property has to offer! A must see!

Listed by Marni Rieger of KW Vermont-Killington

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.87% last updated on 2024-06-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

S-1C Great Roaring Brook Road Plymouth VT 05056

Plymouth, VTS-1C Great Roaring Brook Road

Price$135,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4997255

  • Land
  • Acreage 12.52
  • Utilities Telephone Available
  • PricePerSqFt 10782.75
  • Zoning Residential

A wonderful opportunity to build your Vermont dream home on this 12.52 acre private wooded parcel with potential views. Access for all 4 parcels is via a shared driveway located near the top of Great Roaring Brook Rd. The topography is rolling too steep with some level buildings sites, rock crop outs and streams throughout. Located between Ludlow and Woodstock with equal distance to Killington and Okemo Ski areas. Close to Lake Rescue and Echo Lake for water sports or plenty of options if golf is more your style. Great Roaring Brook abuts over 2,000 acres of state land with access to the Catamount Trail for hiking, skiing and the VAST system for snowmobiling.

Listed by Terry Davis of Williamson Group Sothebys Intl. Realty

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.87% last updated on 2024-06-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

S-1D Great Roaring Brook Road Plymouth VT 05056

Plymouth, VTS-1D Great Roaring Brook Road

Price$135,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 4997256

  • Land
  • Acreage 12.51
  • Utilities Telephone Available
  • PricePerSqFt 10791.37
  • Zoning Residential

A nice wooded parcel with potential views of East Mountain, Mount Tom and Hawks Mountain are just a few of the high peaks from many locations on the parcel. The topography is rolling too steep with some level buildings sites, rock crop outs and streams throughout. A wonderful opportunity to build your Vermont dream home. Located between Ludlow and Woodstock with equal distance to Killington and Okemo Ski areas. Close to Lake Rescue and Echo Lake for water sports or plenty of options if golf is more your style. Great Roaring Brook abuts over 2,000 acres of state land with access to the Catamount Trail for hiking, skiing, and snowmobiling.

Listed by Terry Davis of Williamson Group Sothebys Intl. Realty

{$office->Name}


4403 Main Street PO Box 703
Waitsfield VT, 05673
Office: 1.802.496.9800

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.87% last updated on 2024-06-20

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Broker Reciprocity 

Copyright 2024 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. 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 23, 2024 1:23 PM EDT

 

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