Plymouth VT Homes


Learn more about Plymouth homes from KillingtonPicoRealty.com, the best source for real-time information about property for sale in Killington’s nearest neighborhood to the south, Plymouth, Vermont. Beautifully located in the Lakes Region of Route 100 South, midway between the Killington and Okemo ski resorts, Plymouth offers some of the most impressive properties in the area. From affordable ski chalets and antique farmhouses to private resort property and elegant waterfront luxury, Killington Pico Realty can help you find a Plymouth property that is right for you. Start here to browse all the homes currently for sale in the town of Plymouth, VT.

51 East Ash Road Plymouth VT 05056

Plymouth, VT51 East Ash Road

Price$3,399,000

Est. Mortgage: $/month

MLS Number 5025237

  • Residential Single Family
  • Full Bath 6
  • Address 51 East Ash Road
  • Construction Existing
  • Bedrooms 7

Welcome to Eureka House. This 7 bedroom Robert Carl Williams designed home is the ultimate in Vermont luxury and privacy. Enjoy unparalleled amenities like a 14-seat theater with stage, drive-through portico entrance, 2 story living room with gallery, 2 laundries, bedrooms are all en suite, and a 2 1/2-story carriage house with 3-car garage as well as living space above. The property is framed with beautiful stonework, patios, gardens, and a gently babbling stream. Exceptional craftsmanship coupled with the very finest materials makes this one of the nicest homes in the Hawk Resort community. Need to work remotely - the generous office suite provides what is needed to stay connected and affords some very nice views too. Game time is easy with a 2nd living room with billiards, an arcade game on the lower level, and a gaming/puzzle space on the top level. There's even a fun bunk room with a kid-sized bathroom. The carriage house is perfect for a private guest house or caretaker. The home has recently undergone system and mechanical upgrades to bring it up to date for easy living. Being sold fully finished makes it a true turn-key residence. Okemo Ski Resort is about 10 minutes away, Rutland Regional Airport is about 30 minutes away, and lots of hiking, biking, shopping, and fly fishing are close by. You must see it in person to appreciate this quality home in the Okemo Valley. Visit the Okemo real estate community today. Taxes are based on current town assessment.

Listed by Kevin Barnes of William Raveis Vermont Properties

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$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* 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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210 Bear Hill Road Plymouth VT 05056

Plymouth, VT210 Bear Hill Road

Price$2,950,000

Est. Mortgage: $/month

MLS Number 5023210

  • Residential Single Family
  • Full Bath 3
  • Address 210 Bear Hill Road
  • Construction Existing
  • Bedrooms 6

Luxury properties of this caliber don't come on the market often, so if you are seeking the ultimate getaway retreat, you need to experience this one for yourself. Designed by famed Vermont Architect Robert Carl Williams and exquisitely crafted by Moore Construction, this Vermont Masterpiece features the finest finishes and most thoughtful details at every turn. Floor to vaulted-ceiling windows offer incredible mountain views. And with custom stonework surrounding three separate fireplaces on the main floor, and radiant floor heat throughout, you won't find a cozier place to relax and recharge. The open concept main floor combines kitchen, dining and living areas - perfect for entertaining - and the professional kitchen is certainly up to the task. Six en-suite bedrooms can sleep up to 22 comfortably. Other amenities include a pro-level fitness room, sauna, steam room, game room and a massive custom built stone hot tub outside that can seat 10+. Central AC keeps things comfortable all year round, and a Kohler whole house generator helps to keep the party going no matter the weather. Although it's located just minutes from both Okemo and Killington resorts, as well as world class hiking, biking and paddling, this beautiful post and beam residence is incredibly private, making this, perhaps, the perfect Green Mountain getaway property. This property is being sold professionally furnished & equipped and is turnkey, call for a private showing.

Listed by Bret Williamson of Killington Valley Real Estate

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$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* 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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9 Scott Terrace Plymouth VT 05056

Plymouth, VT9 Scott Terrace

Price$1,099,000

Est. Mortgage: $/month

MLS Number 4992998

  • Residential Single Family
  • Full Bath 3
  • Address 9 Scott Terrace
  • Construction Existing
  • Bedrooms 4

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 skiing 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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$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* 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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239 Harrier Way Plymouth VT 05056
Active With Contract

MLS Number 5028096

  • Residential Single Family
  • Full Bath 3
  • Address 239 Harrier Way
  • Construction Existing
  • Bedrooms 4

The architectural design of this Hawk Resort home is a blend of rustic charm and contemporary elegance, crafted to complement the peaceful natural surroundings including hiking, snowshoeing and cross country trails. Warm wooden elements, a wall of windows and soaring ceilings flood the space with natural light and frame the Mountain View in this main level open floor plan. The main level offers 2 “bookend” primary en suites leading to the living area adorned with a stone fireplace that serves as the perfect gathering spot for entertaining or just cozying up for a relaxing evening. The kitchen which is a chef's dream with sleek countertops, custom cabinetry, built-in bar and expansive island combining function with style, making it the heart of the home. The spacious dining room with breakfast bar is open to the kitchen and leads to the screened in porch and hot tub. Added elements include entryway to store your skis and boards, large mudroom with custom lockers, walk-in pantry and upper-level bonus room with vaulted ceilings. The lower level with 10 ft ceilings is bright and open with a large den and recreation area, 2 additional bedrooms and a full bath. Hawk Resort was recently purchased with plans to complete a full renovation by the summer of 2026! Close to Okemo, Killington, the lakes region, golfing, villages and restaurants. Visit this beautifully furnished home, it will not disappoint.

Listed by Elissa Scully of Mary W. Davis Realtor & Assoc.,Inc.

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$
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$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* 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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241 Bear Hill Road Plymouth VT 05056

Plymouth, VT241 Bear Hill Road

Price$898,000

Est. Mortgage: $/month

MLS Number 5026556

  • Residential Single Family
  • Address 241 Bear Hill Road
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3

Completed in October of 2004, this unique Montana Fire Tower designed house features a soaring 38ft river rock fireplace. Your experience visiting the home begins in the foyer where you will first experience a unique design concept. The staircase follows the fireplace up to a 30x30 great room with boundless ceilings knotted with tongue and groove pine. The great room is surrounded by a cantilever six foot deck with views of Plymouth, Bear Mountain and Killington's Skye Peak. This house itself is 2,500 finished sq/ft and features an additional 200 sq/ft of storage space. The house has a three bedroom septic system so you can decide where to place your bedrooms. There are two full baths on the main level, a powder room upstairs and a full bath in the lower suite. The house was designed to utilize radiant and baseboard heat however the current owner finds the wood stove does an incredible job keeping the house nice and toasty. A private oasis with a backyard abutting the old Bear Creek Ski area. The unique floor plan offers complete flexibility for creating custom living spaces to suit your family's needs. Visit the Okemo real estate community today. Taxes are based on current town assessment.

Listed by Joseph Karl of William Raveis Vermont Properties

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$
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$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* 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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529 East Ash Road Plymouth VT 05056

Plymouth, VT529 East Ash Road

Price$650,000

Est. Mortgage: $/month

Pending

MLS Number 5031490

  • Residential Single Family
  • Full Bath 4
  • Address 529 East Ash Road
  • Construction Existing
  • Bedrooms 4

Tucked away in the peaceful setting of Hawk Resort, this well-maintained 4-bedroom, 4-bath home offers a comfortable retreat in every season. Designed to complement its natural surroundings, the home features an open and bright main floor with cathedral ceilings, skylights, and large windows that bring in plenty of natural light. Wide pine floors and a beautiful stone fireplace add warmth and character. This level also includes a bedroom, a full bath, and a practical mudroom. Upstairs, the primary suite provides a private getaway, while a second en-suite bedroom offers convenience for guests. The lower-level walkout expands the living space with an office, den/bunk room, and a large bathroom. Covered decks on two levels offer a relaxing outdoor space in any weather. The expanded lower deck, complete with a hot tub, provides a great spot to unwind under the stars. Newly installed heat pumps, ensure year-round comfort. Ideally located near lakes, hiking trails, and the Okemo and Killington ski resorts, this home is perfect for those who enjoy both relaxation and outdoor activities throughout the year.

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

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$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* 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 Upper Round Top Extension Plymouth VT 05056

MLS Number 5030510

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2

Relax from it all in this sweet vintage (with recent updates) mountain chalet retreat with beautiful views, close access to VAST snowmobiling trails from your door, and minutes to world class skiing at Killington or Okemo Mountain Resort. The open concept floor plan is great for entertaining family and friends. This furnished retreat has 2 bedrooms plus a den/bunk room and 1 ½ baths. Loads of glass to soak in the views. Kick back in the great room in front of the super cool showcase condition 1970's orange Preway wood fireplace. Easy eat in kitchen with breakfast bar. Walk out the slider door off the dining area to the new deck with mountain views. After a day of outdoor play, chill out in the new outdoor hot tub gazing up at the Vermont sky. In the late summer of 2024, the entire house was resided, new deck installed on the back of house with new 6-person outdoor hot tub, new balcony installed off primary bedroom, new front entry stairs, new front porch to the front door, and new sauna room build out (not fully completed). This property has never been a used for rental purposes. The property has strong potential to be a very successful short-term rental investment. In the warmer months, enjoy the wonderful nearby lakes, endless hiking/mountain biking trails, and world class golf courses. Schedule your tour today!

Listed by Marni Rieger and Lindsay Cimadon of KW Vermont-Killington

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$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* 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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147 Davis Road Plymouth VT 05056

Plymouth, VT147 Davis Road

Price$475,000

Est. Mortgage: $/month

MLS Number 5029710

  • Residential Single Family
  • Full Bath 1
  • Address 147 Davis Road
  • Construction Existing
  • Bedrooms 5

Check out this wonderful family retreat! With 5 generous bedrooms, large living room, large deck and country setting...BONUS "rec area" in the barn and deck is “hot tub “ ready with power in place ! There is more than enough room for everyone! Only minutes to world class skiing at Okemo-Vail resort or Killington, close to the lakes and snowmobile trails. Lower level is mostly finished with living and kitchen space! Perfect for overflow guests or separate in-law space with its own access/entry. Main kitchen offers granite countertops, coffee nook, and lots of cabinet space. The kitchen, dining and living areas are light and bright with nice open feeling. Two mudrooms include initial entry then large additional mudroom with hooks, laundry, ski and snowboard storage. Yard is mostly flat and offers great garden space option. The detached "barn" currently is set up as a rec area and includes work shop space and woodstove. The options here are endless! Don't wait to take a look!

Listed by Lisa Kelley of Cummings & Co

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$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* 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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5534 Route 100 Plymouth VT 05056

Plymouth, VT5534 Route 100

Price$475,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5026224

  • Residential Single Family
  • Full Bath 2
  • Address 5534 Route 100
  • Construction Existing
  • Bedrooms 3

Attention Skiers and Snowmobilers! This newly updated, open concept 3 bedroom plus den, 2 full bathroom vacation retreat is minutes to Killington, Okemo or Woodstock. Conveniently located off of scenic Vermont Route 100 on 7.9 +/- acres with direct access to VAST Snowmobile Trails from the property. The property is situated across the street from Chloe's Market/ Plymouth Country Store to walk and enjoy gourmet coffee, treats, deli sandwiches, pre-made meals, and more. Wonderful open concept floor plan ideal for entertaining with loads of light and wood floors throughout. New front entry mudroom flows into a new renovated kitchen and brand-new pantry with stainless appliances and counters. After a day of outdoor play, kick back in the open great room and dining area. Cozy up next to the double-sided floor to ceiling fieldstone fireplace hearth with woodstove insert. Family and friends will love the recreation den room with a wall of sliding glass doors that lead you out to a cool deck to enjoy a drink on a summer evening. Close to world class skiing and golf, endless hiking/mountain biking trails, and pristine lakes. The property has an outdoor toy/snowmobile shed plus a one car detached garage. Strong rental potential here! Excellent short term investment opportunity in the heart of ski and snowmobile country. Zoned Residential and Commercial. Come check this one out! DEADLINE FOR ALL OFFERS SUNDAY 3/16/25 AT 11:59PM.

Listed by Marni Rieger of KW Vermont-Killington

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* 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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773 Hale Hollow Road Plymouth VT 05056

Plymouth, VT773 Hale Hollow Road

Price$435,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5027643

  • Residential Single Family
  • Full Bath 1
  • Address 773 Hale Hollow Road
  • Construction Existing
  • Bedrooms 2

If you are looking for a home out in the country yet convenient to world class ski resorts, golf, lakes and quintessential villages...this home is for you! Situated on a quiet road with beautiful views the house has two spacious living areas with many windows letting in the natural light. There's a stone hearth and woodstove making it warm and cozy for chilly VT evenings. The dine-in kitchen features cork floors, soapstone counters, farmhouse sink and offers ample space for entertaining. A big deck opens from the dining area and overlooks the stream that runs through the back of the property. The streambank has been fortified, and house is out of the floodplain. The babbling brook can be heard from both bedrooms and the master bedroom has a walk in closet and private bathroom with custom shower and radiant heat tile floor. There's also a second bedroom, full bath, and stackable laundry area. In the large unfinished basement is the leased Tesla Power Wall providing peace of mind during a power outage. Live your country dream life here...this 5.1 acre property with long stream frontage has a barn with 2 stalls, a section for hay storage and even a chicken coop in the center! There's plenty of level ground that can accommodate a big garden, horse and other barnyard animals. Property is 2 miles to Long Trail Brewery, 8+/- miles to both Killington and Woodstock and 16+/- to Okemo as well as an easy commute to Rutland or the Upper Valley. Come take a look!

Listed by Lorien Kelly of Kelley Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* 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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1372 Kingdom Road Plymouth VT 05149

Plymouth, VT1372 Kingdom Road

Price$399,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5028996

  • Residential Single Family
  • Full Bath 2
  • Village Ludlow
  • Address 1372 Kingdom Road
  • Construction Existing

Country Cape in Beautiful Wooded Setting in the Lakes Region, close to skiing: 20 minutes to Killington, 10 minutes to Okemo and Ludlow Town. This cute 2-level 4 bedroom home has so much natural light! Relax and enjoy outdoor living and dining on an 18' x 20' Trex deck surrounded by perennial gardens. A nice covered walkway keeps firewood dry, leading to the Mudroom Entry with closets and bench for boots, coats and skis. Open Floorplan: Kitchen, Living/Dining area with wood-burning glass-door Fireplace. It's currently set up with an Office and Exercise Room downstairs. Primary Bedroom has skylight, a Guest Bedroom and Full Bath are on the Upper Floor. Huge basement with Washer/Dryer and lots of storage. Detached 2 car Garage. Well suited for a primary residence or vacation home. Great location and everything you need for an active lifestyle.

Listed by Cathy Quaglia of Killington Valley Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* 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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1374 Kingdom Road Plymouth VT 05056

Plymouth, VT1374 Kingdom Road

Price$175,000

Est. Mortgage: $/month

Pending

MLS Number 5026979

  • Residential Single Family
  • Full Bath 1
  • Address 1374 Kingdom Road
  • Construction Existing
  • Bedrooms 3

Looking for property between Okemo and Killington out in the lakes region? This private 5-acre parcel with an unfinished garage/home could be perfect to finish as you like and be ready to enjoy much sooner than purchasing land to improve and build. There is even a 45-acre adjacent parcel of land available with the possibility of building a larger home perhaps a secluded log cabin. There are potential long-range views of Okemo and plenty of room for trails throughout the property. The 45-acre parcel will soon be advertised separately for $325,000. Finishing this structure to stay in while you build on the 45 acres (and perhaps allow contractors to use) would be bonus and then this property could be a rented or sold. The builder could possibly help to finish the structure with a contract after closing. This listing is subject to division with the subdivision in the final stages and may even be complete by the time this listing is under contract. All information and permits are in the process of being verified. Updates will be posted and more photos are available upon request. There is no wifi for FaceTime showings, but videos may be taken and shared.

Listed by Tyleen Murray of Kelley Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* 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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445 Merrill Hill Road Plymouth VT 05056

Plymouth, VT445 Merrill Hill Road

Price$149,000

Est. Mortgage: $/month

Pending

MLS Number 4999492

  • Residential Single Family
  • Construction Existing
  • Acreage 11.6
  • Area VT-Windsor
  • Stories 2

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.67% last updated on Mar 20, 2025
* 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 2025 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 March 25, 2025 3:25 PM EDT