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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: 2.86% last updated on Sep 16, 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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186 Reading Farms Road Reading VT 05062

Reading VT 05062186 Reading Farms Road

Price$6,475,000

Est. Mortgage: $/month

MLS Number 4866260

  • Residential Single Family
  • Construction Existing
  • Bedrooms 17
  • Bathroom 15
  • Square Feet 13,010

Upon the first glance of the massive estate you notice the generations of carefully curated and thoughtful planned landscaping, expansive meadows and lawns, stocked fish ponds which catch the reflection of the main house as you drive by. You might even get a glimpse of the Merganser Hooded Ducks who nest each year. Owned for 100 years, the property has graced the cover of House Beautiful and in Architectural digest. The estate compound includes a main house reminiscent of an country manor with 9 bedrooms, 9 bathrooms, extensive living areas, a Library which is in the original cape built 1776 with original floors. Also a theatre, gym and 2 bedrooms with one bath. A carefully situated gazebo catches the evening sunsets through mature pines. Features a entertainment barn complete with kitchenette, 3 bed, 2 bath and pavilion for large groups or events. Also a cottage offering 3 bed,1.5 bath and kitchen. After a stroll on your private trails relax in the heated pool at the end of a mature maple alley. The estate is listed at 120 acres with an additional 115 acres available for a true kingdom of 235+. Many have tried replicating the setting at great expense to capture the estates decades of devotion to the grounds which cannot duplicated. Close to skiing and heart of horse country with access to GMHA trails. Minutes to Historic Woodstock. Presently being used as a Special Events venue as well as the owner''s primary home. Possibility of Owner financing and/or joint ownership.

Listed by Derek Eisenberg of Continental Real Estate Group,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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358 Andover Ridge Road Andover VT 05143

Andover VT 05143358 Andover Ridge Road

Price$3,200,000

Est. Mortgage: $/month

MLS Number 4864436

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 6
  • Square Feet 7,589

Tucked away on Andover Ridge Rd you will find one of the most spectacular properties in Southern VT. This remarkable log home features 7 bedrooms and over 7,000 sq ft of finished living space. The main floor is an open floor plan that features, a large kitchen with granite counters, custom cabinetry, top end appliances and an full length of kitchen island. The kitchen opens up to the dining area and a living room that boasts a custom stone wood burning fireplace, vaulted ceilings and floor to ceiling windows that give you breathtaking westerly views for picturesque sunsets and year round enjoyment of all the changing seasons. The main floor also features a den study and an owners en suite bedroom with gas fireplace. The main floor includes multiple accesses to the large wrap around deck looking down to the pond and property. On the second floor you'll find a game room loft and 3 more bedrooms including another en suite master. Down below the finished basement has a large family/ rec room for gathering, 3 more bedrooms with another en-suite master. The lower floor is a walkout to the stone patio that leads down to the amazing lined pond surrounded by incredible stone work, walls and perennial gardens giving you a truly breathtaking setting. The pond even features a waterfall incorporated into the stone work. 72.8 acres with accessible road frontage on Weston-Andover Rd. Possible future development. Just a short distance to Weston, several ski resorts, and VAST trails.

Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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: 2.86% last updated on Sep 16, 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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63 Main Street Ludlow VT 05149

MLS Number 4872791

  • Commercial
  • Village Ludlow
  • Year Built 2004
  • Acreage 2.96

Situated on 3 prime, flat, manicured acres at the gateway of Ludlow. Currently operating as the largest ski shop in town in one of the most unique and beautiful buildings in the area, this turnkey business has been in operation for over 20 years. Everything is in place to continue operating as a very successful ski/snowboard retail, rental shop. You'll be wowed with not only the construction of this awesome building, but the merchandising, cleanliness, and grounds are all impeccable. With over 17,000 square feet and over 14,000 in retail space, this property is the showboat of retail in the area. The opportunities are endless with a prime location on the right side of the road coming from the south with high visibility. Easy to pull in the huge parking lot with over 45 parking spots. This building can easily be converted to whatever your business dreams are, in a key location in the thriving metropolis of Ludlow, Vermont. The neighboring duplex house is included in the sale and will be sold simultaneously.

Listed by Frank Provance of Diamond Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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1599 Cavendish Gulf Road Cavendish VT 05142
Active With Contract

MLS Number 4856308

  • Residential Single Family
  • Square Feet 7,410
  • Bathroom 6
  • Construction Existing
  • Bedrooms 7

GRAHALL ESTATE- A feat of architecture and engineering, this is a spectacular, one-of-a-kind estate on 240+ acres in prime central Vermont. Drawing inspiration from an iconic castle on a loch, Grahall sits atop Hawk's Mountain with breathtaking views in all directions. The home was built with stunning Glimmerstone Granite that is indigenous to the area and quarried directly from the property. An incredible amount of thought and planning went into the creation of the exteriors and interiors. While the structure is commanding, the interiors feel warm and embracing. Many of the gathering rooms are circular with large granite fireplaces, and there is wonderful light throughout the house providing passive solar. There are 7 well-appointed bedrooms and 6 bathrooms. The 270-degree view takes in neighboring ski mountains like Okemo, and the grounds are accented by two stocked ponds that reflect the house like a moat. An existing trail system provides endless options for recreation and enjoying the grounds. Grahall has a successful track record as a rental property. The property is a short drive to Woodstock & Ludlow, Vermont and Hanover, New Hampshire, home to Dartmouth College.

Listed by David Donegan of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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320 Valley View Drive Andover VT 05143

Andover VT 05143320 Valley View Drive

Price$2,485,000

Est. Mortgage: $/month

MLS Number 4883649

  • Residential Single Family
  • Bathroom 5
  • Construction Existing
  • Bedrooms 5
  • Square Feet 4,732

Comfort and elegance, a mountain cabin with vast sweeping views into New Hampshire. Summit Ridge House is sited in the Green Mountains at an elevation of over 2,000' and overlooks a swimming pond, a cascading brook and fields of wildflowers. Private and peaceful, the timber frame house was built to sustainably celebrate the natural light and the beautiful views in all four seasons. A kitchen for those who love to cook, a large screened-in porch and 3 stone fireplaces enhance country retreat experience. There is a first floor primary bedroom and a separate guest suite on the second floor, each with big views to the east. On the lower level, there are three additional bedrooms. A net metering solar array powers all electrical needs, an EV recharging station in the heated garage and a backup whole house generator. Fruit trees and perennial gardens. Two adjacent lots, in Ludlow (7 acres) and Andover (9 acres), make up this 16 acre parcel. 3.5 miles to skiing at Okemo Mountain; 2.5 miles to theater at the Weston Playhouse and 5.5 miles to one of the best golf courses in the state at Fox Run Golf Club. 3 hours to Boston. First showing September 25. No showings Tuesday, September 28th - Friday, Oct 1.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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147 North Village Road Ludlow VT 05149

Ludlow VT 05149147 North Village Road

Price$2,350,000

Est. Mortgage: $/month

MLS Number 4853641

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 5,900

Custom Timberpeg ski home with 5 bedrooms and 4.5 baths, located by Okemo's Lower Sachem Trail and lift. The home was designed for the seller in 2011 by a local craftsman of fine homes. Top-flight details throughout combined with an exceptional location and easy trail access set this home apart. Superb design offers a combination of open living and cozy spaces, perfect for entertaining large groups. High-end, custom chef's kitchen includes 6-burner gas stove, double ovens, spacious island with warming drawer and walk-in pantry Butler's pantry with freezer and refrigerator. Dining/living area with floor-to-ceiling stone fireplace is filled with light and views of the slopes. Custom game corner offers a quiet space to enjoy family fun. Relax on the heated stone patio or in the glass-lined sunroom overlooking the base area. first floor offers a private, bright area with vaulted ceiling, stone fireplace and wet bar. Two spacious guest bedrooms with full bath complete the third level. Lover level boasts a comfortable den, bedroom with fireplace, an en suite bedroom, and walkout ski room with benches and storage. Additional features throughout include custom light fixtures and iron work, radiant heat, cherry floors, ceramic tile, central A/C, central vacuum, air circulator, designer window treatments and heated driveway. If you want to live in hand-crafted luxury on Okemo, this is the house for you. Property being sold unfurnished, some pictures show rooms as previously staged.

Listed by Mary W. Davis Realtor & Assoc.,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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48 Alpine Way Ludlow VT 05149

Ludlow VT 0514948 Alpine Way, Unit D-1

Price$2,200,000

Est. Mortgage: $/month

MLS Number 4872781

  • Condo
  • Square Feet 3,450
  • Bedrooms 5
  • Construction Wood Frame
  • Complex Solitude Village

This exceptional five bedroom Solitude Village townhome includes a one of a kind, custom built, 19th century European replication wine cellar. One of only 5 five bedroom townhomes built with immediate access to the Village Run trail as well as the community amenities. Over 3400 square feet of living space, including three en-suite bedrooms. Open kitchen design with maple cabinetry, stone countertops, stainless steel appliances and brick flooring. Large living area is centered by a wood burning fireplace and highlighted by a wall of floor to ceiling windows. Separate dining area with slider leads out to an expansive wrap around deck that encompasses local and long distance mountain views. Two main level en-suites include an owners suite with oversized glass enclosed stone surround shower and whirlpool tub, tile floors, double sinks and hardwood cabinetry. Upper floor includes two bedrooms with transom window detailing and a sky-lit full bath. Ground floor has walk out capabilities and an expansive 26x15 family room, an additional bedroom suite, and a cedar lined sauna with shower and bath facilities. A private cellar space has been converted to a custom built stone wine cellar highlighted by an arched priory door entry, custom lighting with push button switches and dimming, hand built racking, stone sink and countertop and brick flooring. A state of the art temperature and humidity control system allows safe keeping for the most serious of collectors.

Listed by Mary W. Davis Realtor & Assoc.,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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 4874593

  • 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: 2.86% last updated on Sep 16, 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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2198 Shunpike Road Mount Holly VT 05758

Mount Holly VT 057582198 Shunpike Road

Price$1,995,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4861001

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 6,246

Fern Hill - A Gracious Estate that Lives Large! This stately five-bedroom, seven-bath home is situated on 207 acres with 32 acres of open meadow and a private 1.5 acre pond. This lovely estate provides loads of privacy. Once inside, the mud room draws you in with elegant country charm. The Great Room which features a stone fireplace and 103 inch, drop-down TV screen to view your favorite sporting events & movies is the perfect spot to bring everyone together. The open kitchen includes Energy Star, stainless appliances and an informal option for dining, with views of the stone courtyard plus it opens to the inviting family room with fireplace. The formal dining room offers a fireplace and built-ins. The main level deluxe master suite has a walk-in closet, gas fireplace and spacious bathroom with Jacuzzi-style tub and steam shower. Step down the hall for a relaxing sauna. The second level offers four charming bedrooms, each with en-suite baths (some with steam showers). Above the 2-car attached garage is an 800-square foot game room with pool table and bath. The stone courtyard includes a privately-placed hot tub - perfect for gazing at the amazing stars. Take a short walk to the trout pond and walking trails. The VAST snowmobile trail runs along the far end of the property. Enjoy hiking, riding, cross-country skiing and snow shoeing on your own private trails. Ten minutes to Okemo Mountain Resort, airport and shopping.

Listed by Gail Beardmore and Rachael Hyjek of Engel & Volkers Okemo-Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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92 Hemlock Hill Drive Ludlow VT 05149

Ludlow VT 0514992 Hemlock Hill Drive

Price$1,950,000

Est. Mortgage: $/month

MLS Number 4852127

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 6
  • Square Feet 6,397

A rare find, this self-sustainable, custom built Bensonwood Post and Beam home is sited in a peaceful and private setting in the gated community of Summit View. This solidly built home sits majestically on a cul-de-sac, on 11 acres with Okemo Mountain and long range views from many of the rooms. With four bedrooms, six baths, this pristine Timber Frame home has an open concept floor plan, with a primary bedroom suite on the main floor with a gas fireplace. Natural birch flooring and stair casing, spacious quality kitchen with butler's pantry, cherry cabinetry, granite countertops, center island and 6-burner gas stove. Expansive windows highlight the view in the living and dining areas, along with a floor to ceiling stone fireplace and a cathedral ceiling with a gorgeous chandelier. The upper level has another primary bedroom with a gas fireplace and full bath, two additional bedrooms and two large bonus rooms. A finished lower level has a movie theater, recreation room, optional wine room and a full bath. A heated two-car garage plus a two door snowmobile/tractor garage. along with a large backyard deck for grilling and yard games completes the wonderful exterior of this unbelievable find! Central A/C, upgraded 400 amp electric and 60,000 Watt automatic whole house generator. Located minutes to Okemo Resort, Ludlow village restaurants and shops, golf, lakes and so much more.

Listed by Mary W. Davis Realtor & Assoc.,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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Broker Reciprocity

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 September 23, 2021.