Okemo Valley VT Historic Homes

Scroll down to find current historic homes for sale in the Okemo Valley, VT area. Search through a variety of residential listings in Ludlow and surrounding towns. To save your favorite listings, create an account and you can get email updates for new properties. For more information, questions, or to schedule a tour, please contact us today!

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86 Main Street, Ludlow, VT 05149

Price$695,000

Est. Mortgage: $/month

MLS Number 4498653

  • Residential Single Family
  • Bedrooms 11
  • Bathroom 11
  • Stories 2.5
  • Construction Existing

LUDLOW LANDMARK.....One of Ludlow's true vintage properties that evolved from its early days as an elegant single family home to an upscale and very popular B&B for the better part of the last 50 years. Today, the current owners are moving on from the world of hospitality, which they thoroughly enjoyed for many many years, to a much deserved retirement. The property consists of the primary residence and a newer (2) bedroom home built in 2000. It is located in the village historic district across the street from the Village Green. The vintage home offers luxurious accommodations for either an extended family, corporate retreat or ski club with a total of (9) bedrooms, all with their own baths and several with fireplaces. The commercial kitchen is equipped with all you will ever need to serve up grand meals for the entire family including a walk-in cooler, several prepping tables and a commercial dishwasher. The newer (2) story home consists of (2) Bdrs & baths, spacious island kitchen.

Listed by Roger Danyew of Diamond Realty

William Raveis Real Estate Vermont Properties
29 Locust Hill Road
Ludlow VT, 05149
Office: (802) 228-8877

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jun 1, 2017
* 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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166 Windy Hill Lane, Mount Holly, VT 05758

Price$499,000

Est. Mortgage: $/month

MLS Number 4467717

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 5
  • Stories 1.75
  • Construction Existing

Welcome to Windy Hill in Mount Holly, a quiet homestead situated on 111 acres of open meadow and woodland. This country cape has been enjoyed by the same family for many years and offers 5 bedrooms, 5 tiled baths, an open living/dining room with fireplace, hardwood floors and a fully-equipped kitchen. A focal point of the home is the pool room, a wonderful spot for year-round family recreation with a heated inground pool and sliders to the outside deck. Privately sited, Windy Hill Road is maintained by the town, and the woodland is enrolled in Vermont's Use Value Program for woodland management and tax benefits. Feels like a world away, yet only 7 miles to Okemo Mountain Resort for skiing and golf. Fantastic location!

Listed by Teresa DiNapoli of Four Seasons Sotheby's Int'l Realty

William Raveis Real Estate Vermont Properties
29 Locust Hill Road
Ludlow VT, 05149
Office: (802) 228-8877

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jun 1, 2017
* 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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123 Holden Hill Road, Weston, VT 05161

Price$450,000

Est. Mortgage: $/month

MLS Number 4507110

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Stories 2.5
  • Construction Existing

This unique Holden Hill 1800 farm house has been part of the current owners family for four generations, sitting on 30+ acres with spectacular views of the Green Mountains of Vermont. This home is just waiting for you to recapture its history, update and make it your own for future generations. With easy access to historic Weston, Landgrove and Manchester center, Vermonts major ski mountains and Vast trails.

Listed by Jack Menzie of Four Seasons Sotheby's Int'l Realty

William Raveis Real Estate Vermont Properties
29 Locust Hill Road
Ludlow VT, 05149
Office: (802) 228-8877

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jun 1, 2017
* 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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447 Center Road, Cavendish, VT 05142

Price$399,000

Est. Mortgage: $/month

MLS Number 4502185

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 3
  • Stories 1.5
  • Construction Existing

Welcome to "Stone Walls" - an antique stone home on nine acres with five bedrooms. Main level features a handsome parlor, kitchen that is open to a sitting area with fireplace, dining room and half bath. Upper level presents a generous-sized master suite built in the late 80s with a glimmerstone fireplace, additional 3 bedrooms, bath, shower and laundry room. Third floor offers another bedroom great for the kids and full bath. Lots of hardwood flooring and antique features in a lovely setting surrounded by stone walls and mature plantings. Nice country feeling yet easy access to Woodstock and Okemo Mountain. Come experience the peace and quiet in the Cavendish countryside!

Listed by Teresa DiNapoli of Four Seasons Sotheby's Int'l Realty

William Raveis Real Estate Vermont Properties
29 Locust Hill Road
Ludlow VT, 05149
Office: (802) 228-8877

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jun 1, 2017
* 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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31 Greenbush Road, Cavendish, VT 05142

Price$299,900

Est. Mortgage: $/month

MLS Number 4421226

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Stories 1.5
  • Construction Existing

This well stewarded antique center chimney cape began life as a tavern on the historic Revolutionary Crown Point Road . Full of history and charm the floor plan lends itself to various needs. The new extension to the rear of the house was designed as an in-law suite complete with bedroom, walk-in closet , living room with small kitchen and french doors to the lovely patio that looks out to Mt. Ascutney and expansive lawns with antique barn. The main part of the house has country kitchen , breakfast room ,spacious dining room with fireplace , cozy living room with fireplace, study and full bath . Upstairs there are 2 very large bedrooms with walk-in closets and full bath. The attached 20 'x40' two story shed has a 1 car parking bay with lots of workshop and storage space. In addition to the barn there is a carriage shed. The home has been lovingly restored while preserving the integrity of the period. On the National Historic Registry. Just minutes to Okemo Mountain, I-91, Historic Woodstock Village and GMHA. This is a wonderful opportunity for the equine enthusiast, and ideal for agricultural and all recreational interests.

Listed by Danny Kogut and Carol Wood of Williamson Group Sothebys Intl. Realty

William Raveis Real Estate Vermont Properties
29 Locust Hill Road
Ludlow VT, 05149
Office: (802) 228-8877

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jun 1, 2017
* 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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3640 Simondsville Road, Route 11, Andover, VT 05143

MLS Number 4465714

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 2
  • Stories 2
  • Construction Existing

This inviting Brick home is set importantly on a wonderful piece of agricultural land. Unique plantings, gardens, trees and orchards combine to make this property a perfect candidate for a captivating homestead. Centrally located and well laid out with a large barn and 12 acres. The house has four bedrooms, two baths and a large open kitchen. Lovely woodwork and ornate architectural features adorn in this period home. Move in ready and with some upgrades and repairs this will be a timeless property. Perfect for a ski or recreational home or a small farm.

Listed by Alison Clayton-Cummings of TPW Real Estate/Bondville

William Raveis Real Estate Vermont Properties
29 Locust Hill Road
Ludlow VT, 05149
Office: (802) 228-8877

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jun 1, 2017
* 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 A VisitAsk A QuestionMore Details

686 Main Street, Weston, VT 05161

Price$240,000

Est. Mortgage: $/month

MLS Number 4462709

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 3
  • Area Village
  • Stories 3

Located in the heart of the village, this beautiful historic village home has been completely renovated with grace, charm and historical accuracy. There are 3BR/2BA and a lower level guest suite (or office, home gym or business space). It is absolutely perfect in every way with period details at every turn and special features include pretty perennial gardens, two stone patios (one in front and one in back), and a screened summer room for al fresco dining in the warmer months. There is ample storage and a large workshop in the beautiful attached antique barn. Weston is home to the much respected Weston Playhouse and summer theater, music, the library, post office, shops and restaurants are all a short walk away. Although it is currently used as a residence only, the property also offers two potential business or retail spaces (approx 36x33 and 22x11).

Listed by Claudia Harris of Mary Mitchell Miller Real Estate

William Raveis Real Estate Vermont Properties
29 Locust Hill Road
Ludlow VT, 05149
Office: (802) 228-8877

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jun 1, 2017
* 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 A VisitAsk A QuestionMore Details

64 Pleasant, Ludlow, VT 05149

Price$234,000

Est. Mortgage: $/month

MLS Number 4498243

  • Residential Single Family
  • Bedrooms 4
  • Bathroom 3
  • Area Village
  • Stories 2

This Classic Old Style (4) Bedroom home on a desirable Village Street is perfect for a vacation home or primary family looking to have close proximity to local stores, restaurants and shopping. Also amenity of Shuttle service to Okemo during the winter. You will love the beautiful hardwood floors, high ceilings, roomy spaces, and garage parking. Easy to care for with aluminum siding and classic slate roof, a true gem ready for you to move right in!

Listed by Roger Danyew of Diamond Realty

William Raveis Real Estate Vermont Properties
29 Locust Hill Road
Ludlow VT, 05149
Office: (802) 228-8877

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jun 1, 2017
* 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 A VisitAsk A QuestionMore Details

323 Route 100 North, Ludlow, VT 05149

Price$199,000

Est. Mortgage: $/month

MLS Number 4471463

  • Residential Single Family
  • Bedrooms 5
  • Bathroom 2
  • Stories 2
  • Square Feet 2345

LOCATION, LOCATION, LOCATION! RARE OPPORTUNITY--PRIME OKEMO SPOT FIRST TIME OFFERED ON MARKET SINCE 1956! Southern Exposure with AWESOME VIEW of Okemo/Jackson Gore, this 5 bedroom/2 bath Antique home with large attached two level barn is waiting for the next owner to come in, renovate, and make it their own special Okemo retreat! So much potential here! Ideal for a large ski club or large family/friend vacation home! Residential/Commercial Zoning. Come check this special property out today!

Listed by Marni Rieger of Peak Property Real Estate

William Raveis Real Estate Vermont Properties
29 Locust Hill Road
Ludlow VT, 05149
Office: (802) 228-8877

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jun 1, 2017
* 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 A VisitAsk A QuestionMore Details

1497 Route 100A, Plymouth, VT 05056

Price$189,900

Est. Mortgage: $/month

MLS Number 4460166

  • Residential Single Family
  • Bedrooms 3
  • Bathroom 4
  • Stories 2
  • Construction Wood Frame

A SNOWMOBILER'S PARADISE! ATTENTION SNOWMOBILERS! This wonderful retreat is ideally situated across the street from Killington Snowmobile Tours and offers DIRECT ACCESS to VAST TRAILS! This 3 bedroom/3.5 bath renovated Cape was originally the Pinney Hollow School House in Plymouth. It has great character and is the perfect spot to enjoy snowmobiling! Also Killington and Okemo are located minutes away for world class skiing. Woodstock and The Long Trail Brewery are very close too! Easy access to Coolidge State Park for hiking etc.. This sweet retreat is an excellent buy in a fabulous location. Relax in the indoor hot tub or sauna after play! Recent improvements include new standing seam metal roof, new furnace & new hot water heater! Strong rental potential for investment opportunity or just use it for yourself to enjoy. Come see today!

Listed by Marni Rieger of Peak Property Real Estate

William Raveis Real Estate Vermont Properties
29 Locust Hill Road
Ludlow VT, 05149
Office: (802) 228-8877

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jun 1, 2017
* 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 A VisitAsk A QuestionMore Details

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