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Okemo Valley Real Estate

Below you will find all real estate listings for sale in the Okemo Valley area. Contact us if you have any questions, or if you would like to schedule a showing. Create an account with us to save your favorite Okemo area real estate listings and to receive email notifications when similar properties become available. 

255 Round Top Road Plymouth VT 05056

MLS Number 4721059

  • Commercial
  • Year Built 2006
  • Acreage 800

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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905 Dawley Road Mount Holly VT 05758

Mount Holly VT 05758905 Dawley Road

Price$2,900,000

Est. Mortgage: $/month

MLS Number 4395912

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 3,000

On the National Register of Historic Places, this home provides a retreat on over 300 acres of land with its own pond and hiking trails. Unique design giving a prime example of mid-twentieth century International style. Built mostly of cement offering 3 bedrooms, 3 baths and living areas designed to incorporate nature into your home. A special home for that special Buyer! Note: Property in Vt. Land Use, Subject to: Protective Covenants, Velco Power Line Easement, & Class 4 roadway. Aprox. 9.9 acres in Town of Shrewsbury.

Listed by Frank Ellison of Coldwell Banker LIFESTYLES - Ludlow

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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42 Spring Brook Drive Ludlow VT 05149

Ludlow VT 0514942 Spring Brook Drive

Price$2,850,000

Est. Mortgage: $/month

MLS Number 4844247

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 5,350

Here is an extraordinary opportunity to live the ultimate Okemo slopeside lifestyle. You will enjoy the full ski in / ski out experience as you literally step out your door onto the Daybreak ski trail, point your skis downhill and make the first turn of the day. Avoid the crowds in the lodges and ski in for lunch or a quick libation. You will appreciate the numerous benefits of this quality home with an expansive floor plan designed for multiple generations of family and guests under one roof while meeting the need of private suites and large gatherings. Enjoy thoughtful attention to the custom details such as a second laundry area in the primary suite, slopeside access from four separate locations within the house and the cozy window seats next to the majestic stone fireplace in the great room. Even non-skiers will feel part of the alpine experience as they watch the action unfold around them. Imagine skiing home after a satisfying day on the slopes, enjoying a glass of wine by your firepit while you wait for the others to ski home with rosy cheeks and big smiles. Life is short and meant to be enjoyed and shared. What better way to make memories and solidify connections than spending time doing what you love, spending time together on Okemo.

Listed by Suzanne Garvey of Mary W. Davis Realtor & Assoc., Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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53 Moonshadow Drive Ludlow VT 05149

Ludlow VT 0514953 Moonshadow Drive

Price$2,750,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4741128

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 7
  • Square Feet 6,020

Spectacular 7 bedroom slopeside residence with far reaching views beyond the Green Mountain range. From its circular driveway with mica stoned portico to its well thought out open floor plan, this luxury slopeside residence combines the beauty of its architectural features with its magnificent mountain setting. Gourmet kitchen design includes tiger maple cabinetry, soapstone counters, stainless steel appliances, hardwood floors and natural stone accents. The living and dining areas are highlighted by reclaimed wood beams and are centered by a handsome wood burning stone fireplace. The glass enclosed hot tub room with open shower design allows for year round star gazing and leads out to a wrap-around deck for grilling and outdoor entertaining. A guest bedroom suite, along with an expansive mudroom with slate floors and yellow pine wainscoting, complete the visual impact of the stunning main level. Master bedroom suite with coffered ceiling, walk-in closet, and bath, including steam shower with body sprays, soapstone counter top, flanks the entire east facade. Additional bedrooms offer views in a multitude of directions from the upper level. A welcoming family room highlighted by a wood burning fireplace leads out to a covered stone patio on the ground level. Two additional bedrooms rooms, each with full bath, invites large family gatherings. Truly, this wonderful slopeside residence reflects the meaning of Okemo: "All come home".

Listed by Suzanne Garvey of Mary W. Davis Realtor & Assoc., Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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636 Fowler Brook Road Mount Holly VT 05758

MLS Number 4748940

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 8,169

Spectacular compound/estate property privately situated on approximately 216 acres with sweeping long-range mountain views. The land component is comprised of 20-30 acres of open pasture, a gorgeous swimming pond below the house, beautiful landscaping, and seemingly endless trails for riding and recreation. The 8,169 s.f. main residence - perfectly sited on a knoll overlooking the compound - was custom-built by the present owners and features a fabulous vaulted ceiling great room with massive stone fireplace, a large, fully outfitted gourmet kitchen that opens to a wrap-around porch leading down to the 51 foot in-ground heated swimming pool & hot tub. All 5 bedrooms have ensuite baths. Additionally, there are two well-maintained guest houses on the property, one with 4 bedrooms and 2 baths and the other with 2 bedrooms and 2 baths. Mechanicals are top-flight with whole house air conditioning, radiant heat, two propane backup generators and multiple drilled wells. Chance Hill Farm is currently setup for a variety of equestrian uses with a regulation size outdoor riding arena, a well-built 10-stall horse barn, two run-in sheds and a storage barn for a tractor and storage of other motorized toys. Horse riding/hiking/biking trails weave throughout the property. The property is conveniently located near Okemo between Woodstock and Manchester and close to Rutland, Rutland Southern Vermont Regional Airport (RUT) and Weston.

Listed by John Snyder of Snyder Donegan Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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390 Handy Road Pomfret VT 05067

Pomfret VT 05067390 Handy Road

Price$2,495,000

Est. Mortgage: $/month

MLS Number 4820078

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 5,000

With over 100 acres spread across the Pomfret and West Hartford line, this Saltbox built by renowned craftsman Doug Gest provides the best of both worlds for those seeking honest Vermont charm and the comfort of modern amenities, systems and conveniences. The classic reproduction colonial was constructed in 1998 in a location chosen by the owners for its proximity to everything the Upper Valley. Over 65 acres of countryside border the protected Appalachian Trail corridor and a large barn perfect for a car collection with caretaker's apartment is across the street. With stone walls and patio, over 250 trees, ornamental gardens, water features, espaliers, allees, gazebo, firepit and other outdoor charms too numerous to mention. varied width hand planed wide plank flooring, hand planed doors graced by authentic period hardware, period moldings, raised panels and built ins, Rumford style fireplaces and oversized living spaces that create a feeling of casual, elegant comfort. The heart of the home is the great room which encompasses the kitchen as well as the dining and informal living areas. A large formal dining room and a double living room open to an inviting screened-in porch overlooking the entrance to the formal gardens. A first floor master bedroom suite makes up the south end of the house. A covered breezeway entrance leads you to the post and beam barn that creates a dramatic two and a half story six car garage. Residence located in West Hartford

Listed by Richard Higgerson of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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545 Starbuck Road Pomfret VT 05053

Pomfret VT 05053545 Starbuck Road

Price$2,199,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4815859

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,100

This gorgeous classic Vermont farmhouse has loads of character and charm throughout. The private dead-end road setting is truly magical and offers over 140 acres for all of your outdoor recreational needs. The spacious first floor master suite overlooks one of two contiguous large ponds - enjoy swimming in the warmer months or ice skating in the winter. The second floor offers 3 additional bedrooms along with a bonus room currently set-up as a bunk room. The main floor also offers an additional en-suite. The 7 stall horse barn opens into a large pasture which is also connected to an impressive sugar house. The home has been tastefully updated while still maintaining the integrity of its era. This property is a true oasis and would make a wonderful primary or secondary home. High-speed fiber optics from ECFiber provides an effortless home office experience. Despite being completely private from any other surrounding property, the town plows the road right up to the house and barn for peace-of-mind maintenance in the winter. Located between the beautiful town of Hanover, NH and village of Woodstock,VT, both a short 20 minute drive, with access to both I-89 and I-91.

Listed by Zoe Hathorn Washburn of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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4203 Twenty Mile Stream Road Cavendish VT 05142

MLS Number 4704534

  • Residential Single Family
  • Construction Existing
  • Bedrooms 8
  • Bathroom 5
  • Square Feet 8,082

Brook Farm: a grand summer mansion and vineyard, coolly reinvented for the 21st century. Built between 1894 - 1898, the Bates Mansion, is an elegant Georgian Revival on 43+ acres defined by four-foot stone walls, perennial gardens, orchard, berry bushes, ponds and a four-acre vineyard and winery. The 8,082-square-foot mansion is light and sophisticated, with an engaging recent renovation. Spacious porches wrap around three sides and overlook the vineyards and mountains in the distance. The first floor is centered around the great room with its large fireplace, half-turn grand staircase and soaring elliptical balconied opening. The dining room is a Gilded Age confection brilliant in candlelight. The balance of the first floor offers a mix of sophisticated intimate spaces and a glorious open modern kitchen. Four of the eight bedrooms have fireplaces and three have private bathrooms. On the third floor, the former ballroom is now the ultimate playroom. With supporting buildings ranging from a variety of barns to a beautifully renovated farmhouse, this model gentleman's farm offers graceful living and quiet beauty. Located just 6.4 miles from Okemo Mountain Resort.

Listed by T Story Jenks and Dia Jenks of LandVest, Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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51 East Ash Road Plymouth VT 05056

Plymouth VT 0505651 East Ash Road

Price$1,950,000

Est. Mortgage: $/month

MLS Number 4833352

  • Residential Single Family
  • Construction Existing
  • Bedrooms 8
  • Bathroom 11
  • Square Feet 10,312

Exceptional luxury home set amongst other fine residences in a quiet, peaceful environment. Eureka House is nestled into the mountainside by a gentle stream and is constructed with wood and stone. Enjoy Lake Amherst, trails for hiking and nearby mountain resorts for skiing and golf. Architecturally designed incorporating the very finest of materials and systems, this home accommodates many guests with 7+ bedroom suites and a guest cottage with garage and living space. Impressive stonework, solid superior construction, great separation of space, outdoor stone patios, and many relaxing niches. This quality property is being offered substantially less than it cost to build. Situated on 2+ acres at Hawk Resort between Okemo and Killington Ski Resorts.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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379 Ghia Farm Road Ludlow VT 05149

Ludlow VT 05149379 Ghia Farm Road

Price$1,850,000

Est. Mortgage: $/month

MLS Number 4838916

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3,816

Your very own mountain sanctuary on Okemo. The Sachem trail is a short distance away, this home has deeded access to the Okemo trail network. This special property was designed by a VT Architect and constructed by a premier VT builder and conveniently located with easy access to the Sachem trail. This property offers plenty of space for your family and friends with 4 bedrooms and 4.5 bathrooms. Upon entering you are immediately taken with the details which include Douglas fir solid doors and beams, Hubbardton Forge VT made lighting throughout the house, and a raised hearth, floor to ceiling stone Rumford fireplace in a spacious great room with panoramic views, and cherry hardwood floors with radiant heat for those chillier nights. For the chefs of the house, come enjoy custom Crownpoint designed kitchen which highlight maple cabinetry, granite countertops, Subzero, Wolf, and Bosch appliances, including wine cooler, wet bar with prep sink , separate pantry , and under cabinet lighting. For the items that will make your VT life just a little easier enjoy plenty of storage in 15x11 ski room with 10 built-in cubbies, boot dryer, and additional outdoor storage. Two laundry rooms, cedar closet, heated garage, and plenty of parking with two driveways for access to either entry. Lower level den/game room offers wood stove, fridge, and wet bar. For your outdoor entertaining you will be sure to appreciate the covered grille and patio area. ROFR

Listed by Katherine Burns of William Raveis Vermont Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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75 Snowbridge Road Ludlow VT 05149

Ludlow VT 0514975 Snowbridge Road

Price$1,800,000

Est. Mortgage: $/month

MLS Number 4798451

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3,326

An iconic Okemo home with direct ski access to Sachem and Ledges ski trails. This quality four-bedroom home with an expansive open floor plan, encircled with over-sized windows in every direction, offers views of the slopes and Sachem ski lift. Enjoy front row seats from this home for the winter fireworks display over the mountain. This is an architecturally thoughtful floor plan, which has expandable space on the lower level for times when you are entertaining a full house. There are two wood-burning fireplaces, a cedar sauna off the master bedroom, and a second private en suite bedroom. Okemo isn't just for the winter enthusiasts. Vermont fall foliage and summers are gorgeous seasons as well with so much to do and see. Take a chairlift and ride your mountain bike down the mountain from the top, then relax in your comfortable mountain home with central A/C, or head to one of the many local swimming holes or lakes.

Listed by Suzanne Garvey of Mary W. Davis Realtor & Assoc., Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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477 Thistle Hill Road Pomfret VT 05053

Pomfret VT 05053477 Thistle Hill Road

Price$1,785,000

Est. Mortgage: $/month

MLS Number 4820067

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 6
  • Square Feet 5,691

Thistle Hill offers the ultimate combination of vernacular exterior form contrasted with stylish, modern and organically inspired interior spaces in a setting and location that offers privacy and a sense of protection as well as convenience to recreation and civilization. Snugly nestled into the North Pomfret hills, just a few miles from both Hanover, NH, home of Ivy-league Dartmouth College and Woodstock, VT, “the prettiest village in New England” and sharing a border with the federally protected Appalachian Trail Corridor, Thistle Hill enjoys a commanding view across the Pomfret hills and over the property's clean, spring fed pond at beginning of the approach to the private drive. The banked, terraced and cascading gardens surrounding the house are simply magnificent. Created with the deft hand and an artist's touch, the borders, beds and ground cover as well as the stone walls and paths that mark and define the property create a private sanctuary for humans and wildlife alike, with birds of every species trading across the valley in the air above. The screen room, steps from the front door and suspended over the hillside offers the most tranquil location from which to enjoy this aspect of the landscape.

Listed by Richard Higgerson of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.79% last updated on Jan 14, 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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