Luxury Properties for Sale in the Okemo Valley

Scroll down to browse all homes for sale in the Okemo Valley for $1 Million or more. Contact us to schedule a showing, or if you have any questions. 

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62 Moon Shadow Drive Ludlow VT 05149

Ludlow VT 0514962 Moon Shadow Drive

Price$4,400,000

Est. Mortgage: $/month

MLS Number 4941971

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 10,059

This unique mountain home is a one of a kind; an icon of slope side living on Okemo since it was constructed on the Moon Shadow ski trail in 2003. With its seven wood burning fireplaces and extensive stonework both inside and out, this home is as comfortable as it is extraordinary. The overall impressive design delivers on unparalleled , genuine log construction with its wide chinking and broad hewn timbers. Walking through this home is an exploration of grand spaces as well as intimate and luxurious niches such as the great room with soaring timber ceilings and the elevated soaking tub in the primary bath with its magnificent view. There are three private ensuites, including guest quarters with its own private entrance and great room as well as an king-sized bedroom, of course, with another fireplace. This home is a perfect allocation of space and light and every inch has been thoughtfully considered. The contrast of rustic and refinement is perfectly represented in the Gourmet kitchen with its wood burning stone fireplace and high-end appliances. There is no shortage of fun to be had with the oversized hot tub on the stone patio overlooking the ski trail, the open and airy loft with billiard table and the generous game room. Time is precious, why not spend it here?

Listed by Mary W. Davis Realtor & Assoc.,Inc. (802-228-8811)

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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298 Holiday Farm Road Bridgewater VT 05035
Active With Contract

MLS Number 4929847

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,757

The legacy property of OQ Farm (formerly known as the Holiday Farm) has been adapted several times throughout its historical past, most recently as a 481-acre short-term hospitality and retreat destination with an arts and spiritual focus. Featuring 8 different dwelling structures, OQ Farm offers a diverse range of accommodation options, from 1800s historic, a luxurious lodge retreat center, to sleek and modern eco-cottages, converted maple sugar shack, a studio cabin and caretaker's cabin, all taking advantage of unique views of the river valley and mountain range beyond. Boasting 1,200+ feet of river frontage along the North Branch and Ottauquechee Rivers, which flows into the Connecticut River; OQ Farm is situated equidistant between the Appalachian Trail and ski slopes of Killington and the quaint town of Woodstock - renowned as one of America's most beautiful towns. Several fenced pastures and barns provide for agricultural use beyond the sheep, alpacas, poultry and horses present currently. An extensive network of mountain biking, hiking and snowshoeing trails, and a large bonfire pit offer endless outdoor recreation and gathering opportunities.

Listed by Rachel Arsenault and Laird Bradley of Williamson Group Sothebys Intl. Realty

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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113 North Village Road Ludlow VT 05149

MLS Number 4944052

  • Residential Single Family
  • Bathroom 6
  • Bedrooms 4
  • Square Feet 6,188
  • Construction Existing

This beautiful and very spacious newly constructed home, with energy efficient upgrades, has over 6,000 square feet of living space on three levels. Within walking distance to the slopes, located close to the Base Lodge area, this home has everything a ski home needs. Enter through the carefully crafted front door into one of the two mudrooms, or through the two car garage or by the side mudroom and you will see walls of three-pane glass picture windows (for insulation and acoustics) looking at your mountain range view. An open floorplan with vaulted ceilings, large chef's kitchen with an island, hickory flooring, dining and living room with a fireplace that has a metal insert with internal blowing. There are 5 and a half bathrooms, plenty of spacious bedrooms, and a beautiful media/recreation room with a wall of windows, vaulted ceiling and view, which will be a fun space for entertaining guests! A hot tub, and covered porch/deck add to the exterior ambiance. Radiant heat on the ground floor, air recuperation system, 2x8 walls, foam insulation in walls and roof and more!

Listed by Mary W. Davis Realtor & Assoc.,Inc. (802-228-8811)

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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Route 106 Reading VT 05062

Reading VT 05062Route 106

Price$1,989,000

Est. Mortgage: $/month

MLS Number 4937260

  • Residential Single Family
  • Construction Existing
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 415

Rarely does an opportunity like this become available.100 acres of fabulous land complete with mature woodlands , plateaus , south to southwest vistas towards Okemo and year round brook running through it with multiple pond sites. Presently a brick antique school house is being renovated to encompass 1 bedroom , bath, and great room with kitchen and living space complete with high speed WiFi. It will provide a wonderful "get away" and a great place to live in if one chooses to build their dream home on one of several sites on the land. Surrounded by large estate properties this is a premier location in Vermont. Less than 15 minutes to historic Woodstock ,voted the most beautiful small town in America . Skiing at Killington and Okemo just minutes away. This property offers complete privacy directly off paved Rt. 106 with no public class 4 road access yet convenience to all of the amenities of the Connecticut River Valley so cherished by people from all over the world .

Listed by Carol Wood of Williamson Group Sothebys Intl. Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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683 Church Street Chester VT 05143

Chester VT 05143683 Church Street

Price$1,750,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4932616

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 6
  • Square Feet 5,566

Spectacular 7-bedroom country home on 45+/- acres located in Chester, Vermont. This luxurious home combines the beauty of its architectural features with its magnificent country setting. Starting in the kitchen, there is an open kitchen design, large center island, a breakfast bar, a pantry with an additional oven and wine cooler, an oversized kitchen sink, and a commercial grade oven fit for a chef. In the living room there is an amazing stone fireplace with vaulted ceilings, an open post and beam design, and floor to ceiling windows. The dining room is sizeable and could be a perfect place for friends and family to gather for a meal. The main level has two bedrooms located near the back of the home. Both include their own private bathrooms. There is another half bathroom near the mudroom. Upstairs, above the three-car garage, there is a spacious primary suite with a full bath and walk-in closet. On the second floor there are three bedrooms, two of those bedrooms share a beautiful bathroom and the other bedroom has its own private bath. There are two lofted areas on the second floor. One of the lofts is spacious enough for a pool table and an extra living room space. This home includes 4 wood burning fireplaces, 1 outside fireplace and, 2 wood burning stoves. Visit the Okemo real estate community today. Taxes are based on current town assessment.

Listed by Katherine Burns of William Raveis Vermont Properties

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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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465 Pennell Road Chester VT 05143

Chester VT 05143465 Pennell Road

Price$1,685,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4918189

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 4,444

This extraordinary residence and property is located in the vibrant community of Chester. Chester is easily accessed from Interstate 91 and is the gateway to Vermonts best ski areas which create an abundance of exceptional restaurants, cultural events and recreational options. The property is a south facing, very private 79 acres which consists of well maintained woodlands including a sugarbush with a state of the art sugarhouse and open meadows in the forefront of long range views. Located just below the residence is a large swimming, fishing pond with an adjacent lighted tennis court. Trails for hiking, cross country skiing and mountain biking are throughout the property. Truly an exceptional private setting that has been enhanced by the residence which is expertly sited to take in all that the property offers. The residence was designed and built by the owner who is a renowned wood craftsman. The level of craftsmanship displayed throughout the house is without equal. The choicest woods combined with incredible execution make for a truly unique environment. Every room and space in the house is warm and inviting while offering efficiency and sustainability. Combine this with state of the art systems and unexpected amenities including an adult sized and scaled treehouse make this property a must see for the discerning buyer. You won't be disappointed.

Listed by Wade Treadway of Wade I Treadway Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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159 East Road Cavendish VT 05142

Cavendish VT 05142159 East Road

Price$1,500,000

Est. Mortgage: $/month

MLS Number 4942590

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,356

A very rare type of property. A classic federal style farmhouse on a quiet country road sitting on 131 acres (both sides of the road) with sensational, "Sound of Music" views. Southern exposure fills the house with soothing, natural light. Lots of original features including 5 fireplaces, wide pumpkin pine floorboards and the interior doors. The house was tastefully renovated in the 1990's but the charm of 1860 remains. It's only about a 15-20 minute drive to Okemo and 1/2 hour to Killington. Cavendish center is only 5 minutes away and Ludlow another 10. While the house itself is really something, the land it sits on is SOMETHING ELSE! We don't see properties like this hit the market very often so if you're looking to get away from it all in a classic country property, this deserves a look!

Listed by Mark Gauthier of Diamond Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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 Cedar Drive Ludlow VT 05149

Ludlow VT 0514948 Cedar Drive

Price$1,475,000

Est. Mortgage: $/month

MLS Number 4924963

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,518

This could be the home you have been waiting for! Tucked away on a private road with huge views of Okemo, this home has been recently expanded and renovated by Gassetts Group. Drive into the barn-style two-car garage and leave your boots/coats in the mudroom. The inviting kitchen has beautiful quartz counters, combination cherry and painted cabinets, stainless appliances and a large island that seats four. Floor to ceiling windows in the open floor plan let in great light, while offering stellar views. In the winter, cozy up to the pellet stove while watching skiers on the mountain, and in the warmer months enjoy dinners on the deck. The main level also has two bedrooms and a full bath. The second floor comprises the master bedroom, bathroom and open loft. The renovated lower level is the place for fun with a spacious family/gameroom. Sliders lead to a hot tub, where you can relax with more Okemo views. There is a 17'x18' bunk room on this level, a bath with shower, a bonus room, and utility room. Just off the main road on the east end of the village, this very accessible location allows you to be at the slopes or dinner in minutes. And when you are finished, get away from the crowds while still enjoying Okemo in your backyard! Offered fully furnished.

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

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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3637 VT Route 106 Reading VT 05062

Reading VT 050623637 VT Route 106

Price$1,300,000

Est. Mortgage: $/month

MLS Number 4934906

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 3,826

The Greystone, a very tastefully renovated 1830s stone home with an abutting restaurant incl. nice apartment over. Located just 5 minutes South of the Green Mountain Horse Association in a great recreation area between Okemo and Ascutney. The Greystone is only offered in conjunction with the restaurant next door. Greystone has been lovingly restored by the current owners from the basement through the second floor with room for further expansion into the unfinished attic. Greystone features a tidy basement with poured floor, wall mounted boiler and hot water heater, Tesla Power wall & multi zone heating equipment. Upstairs the thick stone walls provide 'window seats' at the new 12 over 2 custom windows. There are 7 mini splits to provide year round comfort and a massive soapstone woodstove in the living room area. Outside a beautiful stone terrace overlooks neighboring hay fields and Mill brook. Assessed value does not include most recent renovation or the restaurant which is held in a separate LLC. Stated acreage is for both properties. The turn key restaurant with 2 bedroom apt. up, seats 50 with ample parking and a great porch for Summer dining. The restaurant is offered separately at $450,000 see MLS #4934376

Listed by Dana Waters and Paula Waters of Dark Horse Realty

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$
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$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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61 Putnam Road Bridgewater VT 05035

Bridgewater VT 0503561 Putnam Road

Price$1,299,000

Est. Mortgage: $/month

MLS Number 4933090

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 1
  • Square Feet 2,330

FIRST TIME OFFERED ON MARKET. RARE OPPORTUNITY. Minutes to Killington or Woodstock. Walk to the famous Long Trail Brewery which is seconds away. Iconic Antique Farmhouse with 3 bedrooms is ideally situated on 19 beautiful acres with sweet mountain views, a large pond, tranquil year round stream, and a gorgeous smooth flat lawn to enjoy. The property affords direct access to VAST Snowmobiling Trails and minutes to world class skiing and golf. Endless hiking/biking trails nearby as well as pristine lakes for kayaking, swimming or fishing. The sprawling farmhouse has a spacious barn attached that one could be turned into an awesome recreation room or extra guest sleeping. There is a detached 2 car garage, and large pole barn. The home has been lovingly maintained. Updated mechanicals. New automatic whole house generator. Strong investment opportunity for short term rental. Wonderful prime location. Bridgewater has no zoning, possible development potential here. Come tour this truly special property it has so much to offer for primary home or a vacation retreat.

Listed by Marni Rieger of KW Vermont-Killington

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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153 Fishing Access Road Ludlow VT 05149

Ludlow VT 05149153 Fishing Access Road

Price$1,260,000

Est. Mortgage: $/month

MLS Number 4955547

  • Residential Single Family
  • Village Ludlow
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

Boasting nearly 100 feet of deep water frontage on Lake Rescue. Ludlow's most coveted and sought after lake. From your deep water dock you'll enjoy a multitude of year round activities from swimming, fishing, ice fishing, paddling, water skiing and more. Situated on the quite cove of Round Pond, this three bedroom two bath home is ready for summer occupancy. Whether enjoying or entertaining indoors or out, the open concept of the kitchen, dining, living area, overlooking the lake from the multiple sliders and large windows out to the decks is the ultimate space. In addition to the the living space. Two bedrooms, a den, washer/dryer are on the main level with the primary bedroom enjoying a field stone gas fireplace for those chilly evenings. Upstairs is a dorm style bedroom with two queen beds and walk-in closet. The lower level walk-out with direct access to one of the large decks has a woodstove, small pool table, abundant hang out space and a 3/4 bath. With three decks there's plenty of great outside space for everyone to enjoy. This incredible lake house is just minutes to Okemo, Fox Run Golf Club and all of the amenities downtown Ludlow has to offer. The best option for year round fun in the Okemo Valley/Green Mountains. Delayed showings until 06/10/23 An Open House will begin showings from 11:00-2:00

Listed by Frank Provance of Diamond Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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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26 Mountain View Drive Ludlow VT 05149

Ludlow VT 0514926 Mountain View Drive

Price$1,250,000

Est. Mortgage: $/month

MLS Number 4943505

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Square Feet 3,528
  • Bathroom 4

This beautiful five-bedroom and three-and-a-half-bath home is located on Okemo Mountain and minutes from the base lodge. This house has been meticulously kept with nice upgrades throughout. Picture a complete makeover: rugs, paint, tile, and more...nothing was missed both inside and out! The large primary suite is conveniently located on the main level with barn door accents for the bath and walk-in closet. Walk out onto the deck from the primary and into the hot tub. Two generous bedrooms on the top floor and the two remaining bedrooms on the lower level offer plenty of room for large get-togethers. You'll enjoy year-round use on the expansive wrap-around deck with easterly views. Jump in the hot tub after a snowshoe romp in the woods out your back door. If you like a warm crackling fire, this home has options! A wonderful slate and stone fire pit awaits the outdoor purist or enjoy après fires in-front of your floor-to-ceiling stone fireplace. A large family room on the lower level is ready for movie-watching! Pull into your heated garage where you can store all your toys... this house checks about every box. Visit the Okemo real estate community today. Taxes are based on current town assessment. ROFR

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.79% last updated on Jun 1, 2023
* 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 2023 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated June 4, 2023 7:24 PM EDT