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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: 3.13% last updated on Apr 8, 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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769 Tom White Hill Road Pomfret VT 05067
Active With Contract

MLS Number 4847851

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 3,250

Tom White Hill Farm is a Vermont refuge like no other. With over 175 acres of absolutely prime land - professionally managed over five decades under the same Woodstock area family's careful stewardship - the property offers both a deep history of equestrian use as well as substantial hardwood timber value. But the real value of this estate exists through a combination of factors that coalesce on a higher level; the intangible aesthetics of topography, viewshed, setting, and location. Those things, combined with the scarcity value of a holding of this size and quality, yield an opportunity that is truly extraordinary. Sweeping acres of high, rolling meadows, mixed northern hardwood forests, two spring-fed ponds, four brooks, miles of connected and interior roads and trails, and multiple developable future house sites combine on a private dominion that offers a myriad of possibilities for a multi-generational legacy estate, a rural place of retreat or many other creative options. And while the drama of the setting and the overwhelming natural beauty and tranquility of the property lead, it is the location and proximity to the many lifestyle amenities, attractions, and resources that make the greater Upper Valley area of Vermont and New Hampshire, such a lovely place to live. Whether your sporting interest is skiing, mountain biking, horseback riding, or snowshoeing, the property offers access to on-site private trails and sits in close proximity to the Appalachian Trail.

Listed by Richard Higgerson of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.13% last updated on Apr 8, 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: 3.13% last updated on Apr 8, 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 Mary W. Davis Realtor & Assoc., Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.13% last updated on Apr 8, 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. See property video. 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: 3.13% last updated on Apr 8, 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: 3.13% last updated on Apr 8, 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$2,250,000

Est. Mortgage: $/month

Active With Contract

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 reproduction Colonial 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 Saltbox was constructed in 1998 in a location chosen by the owners for its proximity to the best of the Upper Valley. The house sits on 17 acres of countryside bordering the protected Appalachian Trail corridor and a large barn with caretaker's apartment is across the street on the additional 86 acres. Outside are stone walls and terrace, over 250 trees, ornamental gardens, water features, espaliers, a gazebo, firepit and other charms too numerous to mention. Inside features varied width hand planed wide plank flooring, hand planed doors with 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 leads you to the post and beam barn that creates a dramatic two and a half story three 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: 3.13% last updated on Apr 8, 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$2,250,000

Est. Mortgage: $/month

MLS Number 4852127

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

Custom Built Bensonwood Post and Beam throughout. Solidly built home in a peaceful and private setting in a gated community in Ludlow, VT. Majestically set on a cul-de-sac with 11+ acres with Okemo and mountain range views from many of the rooms. This four bedroom, six bath home has a lot to offer indoors and out. Custom Timber frame with a main level open floor plan with natural birch flooring and stair casing. A Spacious custom kitchen boasts cherry cabinets, granite counter tops, center island, 6-burner Jenn-Air stove and butler's pantry. Living/Dining areas are filled with large windows and living room has a floor to ceiling stone fireplace and a cathedral ceiling with custom chandelier. A main floor primary bedroom with stone gas fireplace and full en-suite bath also has a mountain view. The top level also has a 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, rec. room, optional wine room and a full bath. The two-car garage plus a two door snowmobile/tractor garage is heated. Large deck in the private back yard is great for grilling and games. Central A/C, upgraded 400 amp electric and 60,000 Watt automatic whole house generator. Minutes to Okemo Mountain and area activities make this a special find.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.13% last updated on Apr 8, 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

Pending

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: 3.13% last updated on Apr 8, 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: 3.13% last updated on Apr 8, 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

Active With Contract

MLS Number 4833352

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 12
  • 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 featuring 7 bedroom suites and a detached garage with additional living space. Impressive stonework, solid superior construction, great separation of space, outdoor stone patios, and many relaxing niches are a small example of the fine attributes this residence exhibits. This offering is 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: 3.13% last updated on Apr 8, 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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40 Route 66 Ludlow VT 05149

Ludlow VT 0514940 Route 66

Price$1,900,000

Est. Mortgage: $/month

MLS Number 4850760

  • Residential Single Family
  • Construction Existing
  • Bedrooms 6
  • Bathroom 7
  • Square Feet 4,603

Welcome to 40 Route 66 at Okemo Mountain! This six-bedroom and seven-bath mountain home sits directly on the Sachem ski trail, offering you the most convenient slopeside access you can find. Located in a premier neighborhood on the mountain, the home is located on a private road and in a quiet setting away from the crowds. Built as a two-family home, the interior has been nicely updated throughout and is being sold furnished, making this an easy buy as your vacation getaway. Use the entire home for yourself or separate the space for visitors or renters. Many upgrades can be found at this property, including the new deck and hot tub, the updated kitchen in the main house, and more. Plus, this home has excellent rental history! You will love the ski-on/ski-off location! Great investment property with new sprinkler system installed in 2020 and approved fire and safety.

Listed by Katherine Burns of William Raveis Vermont Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 3.13% last updated on Apr 8, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2021 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated April 14, 2021.