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. 

Search Smarter -  Create an account to save your favorite Okemo Valley luxury homes and receive email notifications when similar properties become available. 

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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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

$
$
%
$/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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

75 Snowbridge Road Ludlow VT 05149

Ludlow VT 0514975 Snowbridge Road

Price$1,725,000

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 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

36 Komula Drive Ludlow VT 05149

Ludlow VT 0514936 Komula Drive

Price$1,719,000

Est. Mortgage: $/month

MLS Number 4818988

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 5,145

Perfection and Location.....Spectacular custom-built home, (2017/18), sits stately within steps of the Sachem Trail on Okemo Mountain. Artfully crafted and thoughtfully designed, the main level of the home has three entries, through the 1 car garage, a side entry that connects to the extra large mudroom with many custom built-ins, and laundry, also connecting to the smaller mudroom, and the elegant front entry. Once inside you will find a spacious, high-end kitchen open to the dining and living area with a gorgeous stone fireplace, a private recreation room for entertainment, family room, 3/4 bath with second laundry, bedroom suite with tub, tile shower, double sinks and an additional 3/4 bath. There are two stairways on each end of the home that lead to the second floor where you will find four bedrooms, a large loft den, two full baths and a 3/4 bath. Multiple storage areas and customized closets throughout, ironworks on the staircase rails and top notch lighting, window treatments and hardware add to this first-class property. Everything about this gracious home is absolutely beautiful.

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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Lot #7 Timber Creek Ludlow VT 05149

Ludlow VT 05149Lot #7 Timber Creek

Price$1,700,000

Est. Mortgage: $/month

MLS Number 4846444

  • Residential Single Family
  • Construction Pre-Construction
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3,400

NEW CONSTRUCTION WITH EASY WALKING ACCESS TO OKEMO'S SUNSHINE QUAD AND SOUTHFACE'S SUNCATCHER LODGE. 3,400 square foot single family home for February 2022 delivery, on a generous 3+ acre lot. Open living design with custom details throughout and prominently centered by a woodburning stone fireplace. Wonderful separation of space with main level guest bedroom suite, private owners' suite on the top level, and separate family room with bath on the ground level. Two additional well proportioned bedrooms with bath. Mudroom entrance is conveniently accessed from the main entry as well as from the two car garage. Overhead garage space offers potential for additional living space. Well positioned deck on the main level offers privacy in a wooded setting with potential long distance winter views. Ownership Includes a private ski locker in the SunCatcher Lodge as well as use of all the SunCatcher Lodge amenities.

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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

145 South Puckerbrush Road Reading VT 05153

MLS Number 4851788

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,800

Lovely antique center chimney Cape c.1792 tastefully renovated to retain the warmth & charm that only an old home can offer while incorporating the conveniences of the 21st Century. 3 BR 2 Bath, Kitchen with VT Soapstone counters, gas range, ceramic tile flooring, Dining Room, Family Room, Sunroom, 1st floor Master w Bath; 2nd floor has 2 rooms, full bath and a Loft Study. Southern exposure, set on 104 acres on quiet dirt road with views to Ascutney, pond, mature plantings, gardens & fields bordered by stone walls, 2 horse barns, run in shed & 3 car garage. Also, 'The Sugarhouse' a stunning 2BR 2B post & beam house & a 2 car garage w workshop. On the GMHA hundred mile route. Protected by Vermont Land Trust. Beautiful property, must see to appreciate.

Listed by Dana Waters and Paula Waters of Dark Horse 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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 April 14, 2021.