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Very Cool Houses

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353 Cabot Road Woodstock VT 05091

Woodstock, VT353 Cabot Road

Price$1,695,000

Est. Mortgage: $/month

MLS Number 5102668

  • Residential Single Family
  • Full Bath 2
  • Address 353 Cabot Road
  • Construction Existing
  • Bedrooms 4

"BLISS HOUSE" Privately nestled on a picturesque hillside just minutes from the Woodstock Village Green, this beautifully renovated residence offers exceptional privacy, sweeping long-range mountain views, open meadows, mature gardens, a swimming pool, hot tub, and the perfect blend of Vermont charm and modern comfort. A thoughtful renovation transformed the kitchen and dining areas into a bright, open gathering space where spectacular mountain views are always on display. The newer gourmet kitchen features a large center island, Thermador appliances, quartz countertops, and abundant custom cabinetry. The spacious living room is centered around a handsome stone fireplace and offers multiple seating areas. French doors open to a newer southwest-facing deck with a large hot tub, creating the perfect setting to enjoy sunsets and panoramic views throughout the year. The main level also includes a generous primary suite with a walk-in closet and an ensuite bath featuring a soaking tub with mountain views and a separate shower. A mudroom with laundry connects directly to the oversized attached two-car garage. A circular staircase leads from the kitchen to a charming renovated tavern and wine room with French doors opening to a private brick patio, ideal for entertaining. Upstairs are a comfortable office, study, or media room, three additional bedrooms (two with long-range views), an updated full bath, and a separate half bath. The full concrete basement provides abundant storage and houses the mechanical systems. Additional amenities include a full-house automatic generator, ample parking for four or more vehicles in addition to the attached garage, and well-maintained grounds. BLISS HOUSE combines privacy, stunning views, quality renovations, and an exceptional location just minutes from Woodstock Village. Walk-through tour, video, drone aerials, and floor plans available online. SHOWINGS START SATURDAY AUGUST 8 AT A PUBLIC AND BROKER OPEN HOUSE 10 AM - 1 PM.

Listed by John Snyder of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* 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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156 Main Street Ludlow VT 05149

Ludlow, VT156 Main Street

Price$1,690,000

Est. Mortgage: $/month

MLS Number 5085830

  • Multifamily
  • Address 156 Main Street
  • Units 9
  • Bathroom 8
  • Acreage 0.38

In the heart of the ever-popular Ludlow, Vermont, sits an 11,409 square foot commercial building with 7,566 square feet of finished space. Built in 1990, it is situated in a prime location on Main Street in the center of the village providing it with excellent visibility, walkability, and proximity to Ludlow's charming boutiques and local dining. It is full of investment possibilities with seven apartments and two commercial spaces. The two commercial spaces are located on the first floor overlooking Main Street, with flexibility to convert to one large unit. There are 3 two-bedroom apartments and 4 one-bedroom apartments. Each apartment has a furnished kitchen and a full bathroom. The property itself has been well maintained and has a complete fire suppression sprinkler system. There is ample parking, with an onsite parking lot for 15 vehicles as well as on-street parking. The building's exterior is vinyl-sided with wood trim and the windows are double pane. This property definitely has income potential when fully leased at market rents, including a previously occupied commercial space at approximately $40,000 annually. The property is projected to support gross income of approximately $150,000. This presents a clear lease-up and value-add opportunity for a new owner to stabilize operations and unlock the asset's full income potential. This is an investor's dream as it sits minutes from Vail-owned Okemo Mountain Resort, which offers year-round recreation, Fox Run Golf Course, and a number of lakes for boating, swimming and fishing. Located in Southern Vermont, Ludlow is easily accessible from major Northeastern cities. This property offers a turn-key chance to become a part of one of Vermont's most desirable communities. It is a must see!

Listed by John Napier of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* 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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156 Main Street Ludlow VT 05149

MLS Number 5082810

  • Commercial
  • Address 156 Main Street
  • Year Built 1990
  • Square Feet 11,409
  • Acreage 0.38

In the heart of the ever-popular Ludlow, Vermont, sits an 11,409 square foot commercial building with 7,566 square feet of finished space. Built in 1990, it is situated in a prime location on Main Street in the center of the village providing it with excellent visibility, walkability, and proximity to Ludlow's charming boutiques and local dining. It is full of investment possibilities with seven apartments and two commercial spaces. The two commercial spaces are located on the first floor overlooking Main Street, with flexibility to convert to one large unit. There are 3 two-bedroom apartments and 4 one-bedroom apartments. Each apartment has a furnished kitchen and a full bathroom. The property itself has been well maintained and has a complete fire suppression sprinkler system. There is ample parking, with an onsite parking lot for 15 vehicles as well as on-street parking. The building's exterior is vinyl-sided with wood trim and the windows are double pane. This property definitely has income potential when fully leased at market rents, including a previously occupied commercial space at approximately $40,000 annually. The property is projected to support gross income of approximately $150,000. This presents a clear lease-up and value-add opportunity for a new owner to stabilize operations and unlock the asset's full income potential. This is an investor's dream as it sits minutes from Vail-owned Okemo Mountain Resort, which offers year-round recreation, Fox Run Golf Course, and a number of lakes for boating, swimming and fishing. Located in Southern Vermont, Ludlow is easily accessible from major Northeastern cities. This property offers a turn-key chance to become a part of one of Vermont's most desirable communities. It is a must see!

Listed by John Napier of TPW Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* 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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364 Cedar Mountain Road Castleton VT 05735

Castleton, VT364 Cedar Mountain Road

Price$1,690,000

Est. Mortgage: $/month

MLS Number 5102785

  • Residential Single Family
  • Full Bath 1
  • Village Bomoseen
  • Construction Existing
  • Bedrooms 4

STONE SCULPTURE. LAKESIDE MASTERPIECE. FULLY FURNISHED. This extraordinary custom marble home on Lake Bomoseen is a true work of art. Recently transformed with a stunning interior renovation, it blends timeless craftsmanship with sophisticated luxury. Dramatic rooflines, a magnificent craftsman slate roof, and a one-of-a-kind marble exterior create an unforgettable first impression. This year-round home offers four bedrooms, four baths, plus a lower-level bonus bedroom, and enjoys 168 feet of pristine shoreline with a rare cement seawall and exceptional water quality. Expansive windows capture breathtaking lake views, while a striking new black fence enhances privacy and the dramatic setting. The spectacular stone patio, gazebo, and fire pit create the perfect outdoor retreat. Inside, soaring cathedral ceilings, radiant-heated marble floors, Vermont slate, and custom stonework showcase exceptional quality throughout. The redesigned kitchen features antique Verde marble countertops and opens to a private patio and gazebo. The inviting living spaces include a gas fireplace, elegant wine room, and an oversized walkout lower level with a bonus room, exercise area, and direct access to the level lawn and lake. The second floor offers three spacious bedrooms, including a luxurious primary suite with a sitting area and private balcony overlooking the water, while a fourth bedroom is located on the main level. An attached two-car garage and a town-maintained dead-end road make year-round living easy. Enjoy Lake Bomoseen, Vermont's largest freshwater lake, with waterfront restaurants, a nearby golf course, and the village of Castleton, home to Vermont State University, local dining, farmers' markets, and community events. Sold fully furnished with almost all dcor included. LIVE ON THE GLISTENING WATERs OF LAKE BOMO.

Listed by Freddie Ann Bohlig of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* 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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352 Maple Hill Road Newbury VT 05051

Newbury, VT352 Maple Hill Road

Price$1,675,000

Est. Mortgage: $/month

MLS Number 5088103

  • Residential Single Family
  • Full Bath 1
  • Address 352 Maple Hill Road
  • Construction Existing
  • Bedrooms 4

Tucked away at the end of a town-maintained road, this remarkable antique Colonial offers privacy, character, and an extraordinary 341-acre setting of open fields and wooded land. Surrounded by sweeping views of the New Hampshire mountains, the property blends timeless New England charm with exceptional versatility. The home features 4 bedrooms and 3 baths, combining antique charm with comfortable living spaces designed for gathering and relaxation. A two-car garage with a finished game room above adds additional space for entertaining, hobbies, or guests, while the outdoor hot tub provides the perfect place to unwind and take in the mountain views. A spacious 40x80 modern shop, classic barn, and several additional outbuildings offer endless possibilities for farming, recreation, equipment storage, or home-based business use. The expansive acreage invites hiking, hunting, horseback riding, or simply enjoying the peace and beauty of the countryside. Rarely does a property of this scale, privacy, and setting become available.

Listed by Susanne Pacilio of Martha E. Diebold/Hanover

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* 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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4071 Tichenor Road Hartford VT 05059

Hartford, VT4071 Tichenor Road

Price$1,675,000

Est. Mortgage: $/month

MLS Number 5060577

  • Residential Single Family
  • Village Quechee
  • Address 4071 Tichenor Road
  • Construction Pre-Construction
  • Bedrooms 5

The Walnut at Mountain Stream- To be built by Mountain Stream at Quechee Lakes, the Walnut offers 3,837 square feet of beautifully appointed living space across three levels, paired with a detached two-car garage. The main level centers on a great room that combines the kitchen, dining area, and living room into one expansive, light-filled space with soaring cathedral ceilings, a wood-burning fireplace, and a deck ideal for entertaining or quiet mornings. Five bedrooms, four bathrooms, and a generous recreation room provide ample room for family, guests, and the rhythms of four-season Vermont living. Interior finishes are uncompromising throughout: hand-applied skim-coat plaster walls for a refined, seamless finish; wide-plank white oak floors; custom tilework in the kitchen and all bathrooms; natural stone countertops on every kitchen surface and vanity; and thoughtful millwork that carries through every room. Built to perform as beautifully as it lives, the Walnut features high-efficiency construction with R-30 wall insulation and R-60 in the cap, delivering year-round comfort and meaningful energy savings. The exterior is defined by a classic gable roofline and a welcoming deck designed for Vermont's outdoor lifestyle. Located within the Quechee Lakes community, owners enjoy access to two championship golf courses, an alpine ski hill, tennis, pickleball, and paddle facilities, lake and river recreation, and an extensive year-round trail system of more than thirty miles. Mountain Stream represents a new chapter at Quechee Lakes- architecturally considered homes built by a developer committed to craft, performance, and longevity. A rare new construction opportunity in one of Vermont's most established four-season communities, and a chance to own something built to last, finished to impress, and ready for generations. This Is The Place.

Listed by Richard Higgerson of Higgerson & Company

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* 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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1 W. Crystal Haven Castleton VT 05732

Castleton, VT1 W. Crystal Haven

Price$1,675,000

Est. Mortgage: $/month

MLS Number 5103183

  • Residential Single Family
  • Full Bath 2
  • Address 1 W. Crystal Haven
  • Construction Existing
  • Bedrooms 4

A RARE LAKE BOMOSEEN MASTERPIECE ON THE SHIMMERING WATERS OF VERMONT. It is seldom that a home of this caliber becomes available on Lake Bomoseen. Exquisitely built in 2018, this luxury four bedroom residence was thoughtfully designed with all eyes on the lake. Situated on a double lot at the end of a town maintained road, the property enjoys exceptional privacy, 133 feet of shoreline, beautiful sunsets, a level waterfront lawn, and two docks. The lake views are simply beyond description, breathtaking, expansive, and ever changing. Walls of windows frame the glistening waters, bringing the beauty of Lake Bomoseen into nearly every room and creating the feeling that the entire home was built around the view. The spacious open floor plan showcases high end fixtures, two full and two half baths, central air conditioning, and antique logs preserved from the original home and artfully incorporated throughout, adding warmth, character, and a wonderful connection to the property's past. The primary suite enjoys exquisite lake views and features a walk in closet and luxurious private bath. A sleeping PORCHprovides additional space, while the lovely year round sunroom features a slate floor and windows galore. All three levels are finished, including a walkout lower level leading directly to the level lawn and waterfront, the perfect setting for Adirondack chairs and a firepit overlooking the shimmering waters of Vermont. The maintenance free exterior was completed with quality materials for lasting beauty and ease of ownership. Offered fully furnished and connected to town sewer, this extraordinary home is ready to enjoy and offers an exceptional combination of luxury and privacy. Lake Bomoseen, Vermont's largest inland freshwater lake, offers a full service marina, several restaurants accessible by boat for dining and live music, and a nearby golf course. All of this is just minutes from the charming town of Castleton and approximately 50 minutes from Killington ski area.

Listed by Freddie Ann Bohlig of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* 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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6 Luke Lane Shelburne VT 05482

Shelburne, VT6 Luke Lane

Price$1,670,000

Est. Mortgage: $/month

Pending

MLS Number 5079466

  • Residential Single Family
  • Full Bath 2
  • Address 6 Luke Lane
  • Construction Existing
  • Bedrooms 4

Welcome to Luke Lane, one of Shelburne's best-kept secrets! This private 5.33-acre retreat is perched at the highest point in Shelburne, the property offers panoramic views of the Green Mountains and protected pastoral vistas over 185 acres of conserved land. A 2 acre lot has been subdivided for future building or sale. Built by George Hubbard Construction in 1998 and meticulously maintained, the home was designed to embrace the setting. From the foyer, your eyes are drawn through the family room to sweeping mountain views, including Camel's Hump. The main floor features an elegant living and dining room for entertaining, a cozy library, and a bright kitchen/family room framed by walls of windows. The sunroom invites morning coffee and summer dinners, while the expansive deck-recently resurfaced with TimberTech-leads to a gazebo with a new cedar shake roof and copper accents, plumbed for a hot tub. A bluestone patio with pergola enhances outdoor living. Upstairs, the primary suite offers a wood-burning fireplace and spa-like bath, joined by two bedrooms, a full bath, and a guest office/den with its own ¾ bath. The lower level is fully finished for recreation and fitness. Modern connectivity is secured with an enterprise-grade home network. Tucked away yet only minutes from Shelburne Village, this rare property combines privacy, breathtaking views, and timeless design. (Please note: many photos are virtually staged.)

Listed by Mary Palmer of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* 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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87A Slate Hill Road Stowe VT 05672

Stowe, VT87A Slate Hill Road, Unit 5

Price$1,665,000

Est. Mortgage: $/month

MLS Number 5034377

  • Condo
  • Square Feet 2,550
  • Bedrooms 4
  • New Contruction Pre-Construction
  • Complex Slate Hill

Slate Hill, Stowe's newest townhouse community, is an intimate cluster of just nine residences now fully constructed and ready for immediate occupancy. Conveniently located off Mountain Road, Slate Hill is just 5 miles from Stowe Mountain Resort and 2.5 miles from Stowe Village. The Roam design offers 2,550 square feet of thoughtfully designed living space, featuring an open layout, hardwood floors, and abundant natural light. Floor-to-ceiling doors and oversized windows seamlessly integrate the beauty of the Vermont landscape. With four bedrooms and three-and-a-half bathrooms, the Roam plan provides an ideal setting for gathering with family and friends. The well-appointed kitchen includes a Wolf range, Fisher & Paykel refrigerator and dishwasher with cabinet trim panels, 42-inch upper cabinets with under-cabinet lighting, and quartz countertops with a matching backsplash. The primary suite features a spa-like bath with a walk-in tiled shower, frameless glass door, and radiant floor heat. Optional lower-level enhancements allow for a fitness room and sauna, offering additional flexibility to suit your lifestyle. Experience modern comfort and mountain charm in a prime Stowe location with construction complete and select residences available for immediate move-in.

Listed by Meg Kauffman of LandVest,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* 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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119 Pinnacle Point Waterbury VT 05676

Waterbury, VT119 Pinnacle Point

Price$1,650,000

Est. Mortgage: $/month

Pending

MLS Number 5093830

  • Residential Single Family
  • Full Bath 2
  • Address 119 Pinnacle Point
  • Construction Existing
  • Bedrooms 3

Set at the end of a private road off Blush Hill, just minutes from vibrant downtown Waterbury, this exceptional property in the highly sought-after Pinnacle Ridge neighborhood offers breathtaking mountain views, including stunning views of Camel's Hump. Designed for both entertaining and everyday comfort, the home combines indoor and outdoor living spaces with a flexible floor plan. At the heart of the home is the dramatic living room, where soaring cathedral ceilings and a handcrafted stone fireplace create an unforgettable gathering space. Large windows bring the surrounding landscape inside, showcasing spectacular views throughout the year. The spacious eat-in kitchen features a butler's pantry and a glass-enclosed breakfast nook. The first-floor primary suite offers a private retreat with direct access to the deck and hot tub, an attached office, and a modern bath complete with a sauna. Outdoor living is equally impressive with a large deck, in-ground pool, hot tub, and established gardens, creating the perfect setting for entertaining or relaxing while taking in the mountain scenery. Upstairs, nearly every window captures beautiful views. Two generously sized bedrooms share a Jack-and-Jill bathroom, and a bonus room offers ideal space for a home office, playroom, or media room. A large unfinished area above the garage, accessible from the second floor, provides ample storage and future possibilities. The walkout lower level functions as a full apartment with its own private entrance, featuring a spacious living area and kitchen, making it ideal for guests, extended family, or rental income. Offered fully furnished and with an established rental history, this property presents a rare opportunity as a primary residence, vacation home, or investment property. A three-car garage and extensive storage complete this exceptional offering, combining privacy, extraordinary views, and outstanding amenities just moments from downtown Waterbury. Open house 6/13 10:30-12:30

Listed by Stacey Misenko and Robyn Fulton of birch+pine Real Estate Company

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* 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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161 Depot Road Newfane VT 05362

Newfane, VT161 Depot Road

Price$1,650,000

Est. Mortgage: $/month

MLS Number 5092566

  • Residential Single Family
  • Full Bath 1
  • Address 161 Depot Road
  • Construction Existing
  • Bedrooms 4

Perched high above the enchanting hills of Newfane, VT, lies a truly one-of-a-kind property. This meticulously crafted home offers an off-grid, private retreat with breathtaking views of the surrounding landscape. Constructed in 2003, the post and beam design incorporates wood and stone harvested from its expansive 219-acre setting, showcasing a harmonious blend of nature and architecture. This exceptional estate is now ready to welcome its next owners. Designed with sustainability in mind, this eco-friendly property features numerous green initiatives such as locally sourced materials and renewable energy sources. Thoughtful land management practices further enhance the property's environmental stewardship, making it a sanctuary that harmonizes with its natural surroundings. As you ascend the driveway, you pass grain bins, barns, and pastures, remnants of a once-thriving goat farm. Midway up the drive, near the old foundation of the original homesite, you will discover a serene swimming pond complete with a cabana and a wood-fired sauna, providing a tranquil oasis. Upon reaching the summit, you are greeted by sweeping 180-degree views of the verdant hills. Stone walkways wind through perennial gardens surrounding the house, leading to a wood-fired hot tub and sun deck where you can immerse yourself in the stunning scenery. Meandering trails, A guest house above the 2 car garage, and an expertly crafted treehouse round out this remarkable property. Schedule today.

Listed by Keith Nowak of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* 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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874 Middletown Road Grafton VT 05146

Grafton, VT874 Middletown Road

Price$1,650,000

Est. Mortgage: $/month

MLS Number 5094211

  • Residential Single Family
  • Full Bath 1
  • Address 874 Middletown Road
  • Construction Existing
  • Bedrooms 5

Set along picturesque Middletown Road, just beyond the historic village of Grafton, this elegant five-bedroom residence enjoys a setting that feels both timeless and deeply peaceful. Perhaps it is the pleasing symmetry and classic proportions of the c.1815 brick Federal home with its Georgian floor plan. Perhaps it is the views of rolling meadows and rounded hills that unfold in both directions. Or perhaps it is simply the feeling of being here--a quiet sense of belonging that is difficult to explain and impossible to forget. Filled with natural light, the property has a welcoming spirit. A pond, apple orchard, perennial gardens, blueberry bushes, ancient maple trees, and historic stone walls create a landscape rich in beauty. The home sits along a quiet gravel road that forms part of one of Grafton's favorite four-mile walking loops, while trails meander through the property's 66 acres of fields and woodland. The Saxtons River traces one edge of the property. In the early nineteenth century, Major Benjamin Dwinell and his wife, Mehitable, built this home and raised eleven children here. The family prospered from the land, tending a large flock of sheep and cultivating one of the most productive apple orchards in town. By the late 1800s, Grouse Hill had begun a new chapter as a country retreat for a New York family. Over the years it has served as a boarding house, an inn, a full-time residence, and a cherished second home. Through each chapter, it has remained what it is today: a gracious and welcoming place that draws people in, encourages them to linger, and leaves a lasting impression. 22 miles from Okemo. 2 hours 44 minutes from Boston and 4 hours 19 minutes from New York.

Listed by T Story Jenks and Dia Jenks of LandVest,Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* 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 2026 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 August 8, 2026 11:37 PM UTC