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
  • Bathroom 5
  • Square Feet 10,059
  • Bedrooms 5

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)

$
$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 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

MLS Number 4929847

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • 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 (802-457-2000)

$
$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 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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147 North Village Road Ludlow VT 05149

Ludlow VT 05149147 North Village Road

Price$3,600,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4941130

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

A timeless Okemo Mountain Timberpeg home located only steps away from the ski trails. Constructed with the finest materials in 2011, this custom designed residence exudes warm ambiance and a wonderful environment to share with family and friends. After a day on the slopes, relax in the hot tub on the heated stone patio, prepare a meal in the open gourmet kitchen and enjoy a glass of wine in front of the stone fireplace. There is ample separation of space on three levels with most rooms providing views of the ski slopes. The great room is truly “great” and features hand-crafted burled wood cabinetry with hammered copper counters, a vaulted ceiling with beams and backlit cupola. Other quality details include hardwood flooring, central air conditioning, a glass enclosed sunroom, heated driveway, custom iron detailing, fir doors, Vermont made Clear Lake Furniture, walk-in pantry, an awesome mudroom and more. See video tour for a walk through. Comfortable luxury awaits you!

Listed by Teresa DiNapoli of Four Seasons Sotheby's Int'l Realty (802-228-4537)

$
$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 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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16 Upper Snowbridge Road Ludlow VT 05149

MLS Number 4940391

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 6
  • Construction Existing
  • Square Feet 5,695

Magnificent slopeside single family retreat located at the top of the Snowbridge community, offering spectacular views of the Black River Valley. Positioned between the Sachem and Ledges ski trails with walking access to both. Open living design maximizes its sunny eastern exposure and long distance mountain views. Main level entry includes mudroom with numerous built ins, custom kitchen which opens to the dining area, living room with woodburning fireplace leading out to a wrap around deck, and family room. Upper floor contains an owner's suite as well as two guest bedrooms. Ground level incorporates a large game room with additional sleeping and outside space with hot tub. Separate family suite includes guest bedroom with full bath and family room with half bath. Two car heated garage off the circular driveway creates additional space for all your gear to enjoy the great outdoors.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 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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74 Grouse Lane Ludlow VT 05149

Ludlow VT 0514974 Grouse Lane

Price$2,700,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4939616

  • Residential Single Family
  • Bathroom 4
  • Square Feet 4,360
  • Bedrooms 5
  • Construction Existing

Welcome to one of Okemo Mountains great slopeside homes located directly on Daybreak Trail in the coveted Solitude Village. This Adirondack-style mountain home features an open floor plan with many windows looking onto the trail as well as views of Okemo Valley and the mountain ranges beyond. The great room offers a cathedral ceiling and a magnificent floor-to-ceiling wood-burning stone fireplace. Enjoy entertaining with all your family and friends with a well-equipped chef's kitchen boasting custom cabinetry, stainless appliances, and granite counters. The en suite primary bedroom also has breathtaking mountain views and a whirlpool tub that affords the perfect way to end your day. An additional three bedrooms allow for plenty of room for all your guests. What would a ski home be without a custom ski room featuring built-in storage for all of your gear that leads right out to the trail? Additional space includes a huge game room and a large den giving everyone enough space to spread out after a long day on the slopes. Extend your entertaining space to the deck, the hot tub, and a stone firepit looking out over the slopes. Visit the Okemo real estate community today. Taxes are based on current town assessment.

Listed by Katherine Burns of William Raveis Vermont Properties (802-228-8877)

$
$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 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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Lot 3 Timber Creek Road Ludlow VT 05149

Ludlow VT 05149Lot 3 Timber Creek Road

Price$2,300,000

Est. Mortgage: $/month

MLS Number 4935192

  • Residential Single Family
  • Construction Pre-Construction
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3,987

Pre-construction at Timber Creek! Located on a private 2-acre lot, this quality build 4 bedroom, 4 1/2 bath home is positioned in a tranquil mountain setting with convenient deeded access to the Sunshine Quad and the Okemo slopes. Enjoy the benefits of single family living with the advantages of community amenities, including slopeside parking privileges, private ski locker facilities, fitness room, pool, and owners' lounge. 3,900 square feet of well-designed space offers an open main level design centered by a woodburning stone fireplace as well as a guest bedroom suite. An expansive deck off the living and dining areas allows for additional outside entertainment space. The upper level comprises an owners' suite and two additional bedrooms with full bath. A separate lower-level family room with bath completes the framework of this wonderful mountainside retreat. The attached heated two car garage with mudroom and half-bath provides the benefits of sheltered direct entry access as well as space for all your mountain recreation equipment.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 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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1300 Mountain Road Ludlow VT 05149

Ludlow VT 051491300 Mountain Road

Price$2,000,000

Est. Mortgage: $/month

MLS Number 4898526

  • Residential Single Family
  • Square Feet 2,887
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4

One-of-a-kind location on Okemo Mountain. This property enjoys direct Slopeside access on Okemo's Mountain Road Trail. Land runs down adjacent to the Sidewinder Trail. Above Solitude Village. Northern boundary is the Coleman Brook. Fantastic views to the east with clearing. Current winter access is via ski lift only. Off season access is via the Mountain Road. If you have a vision, this could be anything you want it to be - think outside the box - a unique investment property or family compound. There is a lot you can do with 27 acres on Okemo Mountain. Home is in need of restoration. Home has been vandalized and is in disrepair. All utilities/systems formerly in place are unknown at this time. Three levels of living space plus basement and five marble bathrooms. Sold "as is". So many possibilities here!

Listed by Teresa DiNapoli of Four Seasons Sotheby's Int'l Realty (802-228-4537)

$
$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 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 (802-457-2000)

$
$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 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

MLS Number 4932616

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

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 (802-228-8877)

$
$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 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$1,750,000

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. 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 (802-228-1234)

$
$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 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

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 (802-457-2280)

$
$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 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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220 Campground Road Plymouth VT 05056

Plymouth VT 05056220 Campground Road

Price$1,580,000

Est. Mortgage: $/month

MLS Number 4938312

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 2,985

Welcome home to your hilltop vantage point overlooking Amherst Lake & Blueberry Hill! You're conveniently located between Killington & Okemo mountains and safely nestled at end of Campground Road. Your property enjoys a desirable position on historic 'Crown Point Military Road' & large stone steps beckon you down to 400 feet of lakefront. This custom designed home with more than 3,000 ft of living space is being sold furnished, turnkey. Enter through front door- you'll find the open kitchen adorned with cherry woodwork, a large pantry, stainless steel appliances & dining area with plenty of windows to enjoy your view. Arched, vaulted ceilings lead you into spacious living room; a classic fieldstone fireplace warms you. The 1stprimary bedroom, accessed by just a few steps, has a walk-in closet, en suite bathroom, adjacent indoor sauna & dressing area. Walk upstairs to the second primary suite: privacy, peace & comfort awaits; You'll find a large sitting area, full en suite bathroom, skylights and more views; Additional space is found in two bedrooms & den on lower level. Relax on your large outdoor deck & breath fresh Vermont air. The original owners have enjoyed this home and lot as a vacation spot & income producing rental. Privately set off scenic Route 100 in Plymouth, VT, it is only a 3 hour drive from Boston or Montreal & less than 5 hours from NYC. Whether you are looking for a household, retreat, or investment, look no further! Showings start Tues, 12/6.

Listed by Jason Saphire of www.HomeZu.com (877-249-5478)

$
$
%
$/month over payments
Federal 30-year interest rate: 6.09% last updated on Feb 2, 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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Broker Reciprocity

Copyright 2023 New England Real Estate Network, Inc. All rights reserved. This display of listings may or may not be the entire Compilation from the NEREN database, and NEREN does not guarantee the accuracy of such information. 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 February 8, 2023 11:54 PM EST.