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Very Cool Houses

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162 Carter's Way Jericho VT 05465

Jericho, VT162 Carter's Way

Price$1,249,000

Est. Mortgage: $/month

MLS Number 5091061

  • Residential Single Family
  • Full Bath 3
  • Address 162 Carter's Way
  • Construction New Construction
  • Bedrooms 4

Surrounded by the beauty of Vermont's countryside, this elegant 4-bedroom, 4-bath new-construction home on over 6 acres in desirable Jericho offers the perfect blend of sophistication and serenity. Floor-to-ceiling style and abundant natural light define the home, with large picture windows framing picturesque landscape views throughout. The chef's kitchen impresses with quartz countertops and luxury appliances, while the primary suite features an ensuite and generous walk-in closet. The bright walkout lower level includes a private bedroom with ensuite, adding exceptional flexibility for guests or additional living space. Step outside to enjoy outdoor living with an expansive deck spanning the entire length of the home, creating the perfect setting for entertaining, relaxing, and taking in the surrounding Vermont scenery. A beautifully designed firepit area further enhances the property's peaceful retreat-like atmosphere. An extraordinary opportunity to enjoy luxury living in one of Vermont's most sought-after locations.

Listed by Lejla Merina of Rockstar Real Estate Collective

$
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%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 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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42 Deerfield Drive Ludlow VT 05149

Ludlow, VT42 Deerfield Drive

Price$1,245,000

Est. Mortgage: $/month

MLS Number 5073913

  • Residential Single Family
  • Full Bath 1
  • Address 42 Deerfield Drive
  • Construction Existing
  • Bedrooms 3

Perched on South Hill with sweeping views of Okemo Mountain, this thoughtfully built home captures everything you want in a Vermont mountain retreatcomfort, quality, and a setting that’s hard to beat. Just minutes from the slopes, downtown Ludlow shopping, and dining, it offers the perfect balance of country feel and everyday convenience. Inside, the layout is open and inviting, designed for both relaxing and gathering. The kitchen is truly the heart of the home, with warm wood cabinetry, generous counter space, and a large center island that naturally brings everyone togethermorning coffee before first chair or unwinding after a day on the mountain. From there, the space flows easily into a welcoming living area with a comfortable mountain feelideal for cozy nights by the fire or laid-back aprs-ski with family and friends. It’s a home that feels easy to live in and even easier to enjoy. Expansive windows frame the views of Okemo and fill the home with natural light throughout the day, keeping the connection to the outdoors front and center. Quality craftsmanship and thoughtful design are evident throughout, creating a space that feels both timeless and built to last. Whether you’re hosting weekend getaways or enjoying a quiet morning overlooking the mountains, this South Hill home is all about making memories in a place you’ll want to return to year after year. A rare opportunity to own in one of Ludlow’s most desirable locations. Visit the Okemo real estate community today. Taxes are based on town assessment. ROFR

Listed by Kevin Barnes of William Raveis Real Estate Vermont Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 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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153 High Meadow Road Winhall VT 05340

Winhall, VT153 High Meadow Road

Price$1,225,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5090036

  • Residential Single Family
  • Full Bath 3
  • Address 153 High Meadow Road
  • Construction Existing
  • Bedrooms 4

Located in Stratton Resort's sought-after High Meadow community, this beautifully maintained and turnkey home offers the perfect blend of comfort, convenience, and mountain charm. Filled with natural light, the home features four bedrooms and three recently updated full baths, along with hardwood floors, cathedral ceilings, skylights, and a stunning floor-to-ceiling brick fireplace. Recent renovations include updates to the kitchen and carpeting, creating a move-in ready retreat for all seasons. A spacious wraparound deck with hot tub provides the ideal setting to relax after a day on the slopes. The separate family room, complete with an adjacent full bath, offers excellent flexibility and can easily serve as additional sleeping space for guests. Additional highlights include an attached two-car garage and shuttle service access to Stratton's ski slopes, winter activities, Stratton Village, shopping, and dining. Active Stratton Sport Center Bond.

Listed by Britt Wohler of WOHLER REALTY GROUP, Martina Dvorak-Grattan of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 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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13 Barn Road South Burlington VT 05403

South Burlington, VT13 Barn Road

Price$1,224,000

Est. Mortgage: $/month

MLS Number 5075961

  • Residential Single Family
  • Full Bath 3
  • Address 13 Barn Road
  • Construction New Construction
  • Bedrooms 4

New construction with soaring 20-foot vaulted ceilings and a dramatic wall of windows showcase breathtaking views of Mount Mansfield, Camel's Hump, and the Green Mountains, filling this home with natural light and Vermont's iconic scenery. The energy-efficient Mansfield model offers nearly 3,000 sqft. of beautifully designed living space with 4 bedrooms and 3 bathrooms. An open floor plan features vaulted ceilings, a chef's kitchen with an oversized island, and a morning kitchen providing additional workspace and storage. The first-floor primary suite is a private retreat with 10' ceilings, a luxurious 5-piece tiled bath, an expansive walk-in closet, and direct access to the rear deck - perfect for enjoying the mountain backdrop. High-end standard features include an electric fireplace, engineered hardwood and tile flooring, 9' second-floor ceilings, laundry cabinetry, Marvin windows, and enlarged covered decks. Located in Hillside East in South Burlington, one of the nation's first 100% fossil fuel- and carbon-free neighborhoods, this O'Brien Brothers home is built to pursue Energy Star and U.S. Department of Energy Zero Energy Ready Home (ZERH) certification, blending sustainability, comfort, and elevated mountain-view living. Prices subject to change. Photos are likeness only.

Listed by Lipkin Audette Team of Coldwell Banker Hickok and Boardman

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$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 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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350 Sunset Lake Road Newfane VT 05362

Newfane, VT350 Sunset Lake Road

Price$1,215,000

Est. Mortgage: $/month

MLS Number 5089719

  • Residential Single Family
  • Full Bath 3
  • Address 350 Sunset Lake Road
  • Construction Existing
  • Bedrooms 4

Experience the timeless charm of Vermont living at this beautifully renovated farmhouse estate sitting on 92 acres in Newfane Vermont. Originally restored and thoughtfully updated, this exceptional antique farmhouse seamlessly blends historic character with modern comfort and convenience. Unlike many older homes, this property features expansive rooms, high ceilings, wood floors, abundant natural light, and generous storage. For ease of ownership there is an automatic propane generator and the septic was redesigned in 2022. In addition to all of this is a beautifully crafted timber frame barn that utilized reclaimed beams from the original structure on the property. Rich in authentic New England character, the home showcases exposed hand-hewn beams, a stunning chef's kitchen with custom cabinetry, a massive stone hearth with a traditional beehive oven, and a unique gardener's foyer complete with workspace and cast-iron wash sink. The spacious first-floor primary suite offers cathedral-beamed ceilings, a charming loft area, and a private retreat-like atmosphere. A sun-filled four-season sunroom overlooks the beautifully landscaped grounds and perennial gardens. Set on a large lot of private Vermont countryside, the property includes antique stone walls, approximately 5 acres of open meadowland, apple trees, maintained walking trails, and a large fenced garden area. Outdoor enthusiasts will appreciate the close proximity to Sunset Lake, located just a half mile away for kayaking, paddling, and peaceful recreation. Ideally located just minutes from downtown Brattleboro and only 1.5 miles from a paved road, this private country estate offers the perfect blend of seclusion, convenience, and the idyllic Vermont lifestyle. Whether you are seeking a homestead, equestrian property, country retreat, or full-time residence, this one-of-a-kind Vermont farmhouse is a rare opportunity to own a truly special piece of New England paradise.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 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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24 Bartlett Road Milton VT 05468

MLS Number 5053507

  • Commercial
  • Address 24 Bartlett Road
  • Acreage 7.31
  • Area VT-Chittenden

Exceptional opportunity to acquire a fully permitted 7.31 acre commercial lot just off Route 7 in Milton. This rare, shovel-ready property is zoned General Industrial, offering broad flexibility for a variety of commercial & industrial uses-ideal for logistics, manufacturing, equipment storage, trades, or business expansion. The parcel is level, cleared & ready for immediate development. The property features a $100,000.00 deposit in place w/ a steel smith to the benefit of the news owners, as well as well over $100,000 in work completed to receive permits & build out existing approved plans. Truly shovel ready in every capacity, w/ unseen benefits on top! The current approval is for a 15,000+ square foot commercial structure, primed & ready to get started (see documents tab for further information). Strategically located just minutes from I-89, this site offers direct access to Vermont's primary north-south corridor. It's perfectly positioned for trucking companies, distribution hubs, contractors, or any operation that depends on reliable transportation infrastructure. This is a prime opportunity for developers, investors, or business owners looking to establish or expand in a growing commercial area. W/ full permits in hand, transferable plans & zoning that supports a wide range of uses, the groundwork is done-just bring your vision. Don't miss your chance to build in a location that's ready to support your growth. This property is truly set up for success.

Listed by Connor Johnson of KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 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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65 Dyer Road Rutland Town VT 05701

Rutland Town, VT65 Dyer Road

Price$1,200,000

Est. Mortgage: $/month

MLS Number 4869534

  • Land
  • Address 65 Dyer Road
  • Acreage 184.28
  • Area VT-Rutland
  • PricePerSqFt 6511.83

Prime location and endless development potential for this property! Road frontage on one of the highest trafficked corners in Rutland County at the corner of Route 4 and Route 7, presents a truly one of a kind development opportunity for retail or other commercial use. Minutes away from downtown Rutland and less than a mile from major box store retailers. Access to the property from Middle Road provides much more private setting with rolling meadows and mountain views. Beautiful location for one or multiple home sites with vast acreage stretching back to Otter Creek to the west.

Listed by Andy Paluch of Longview Commercial Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 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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487 East Main Street Newport City VT 05855

MLS Number 5049279

  • Commercial
  • Address 487 East Main Street
  • Year Built 1885
  • Square Feet 4,600
  • Acreage 2.12

Location, Exposure, and Untapped Potential! This prime 2.04-acre commercial development site is located at one of the busiest 4-way intersections in Orleans County and offers exceptional visibility with dual frontage on both East Main St and Sias Ave. Zoned commercially and with city water and sewer available, the property provides easy access and is perfect for a wide range of commercial development uses. The site currently features two fully leased buildings totaling over 4,600 sq ft, with 487 East Main St offering 2,400+ sq ft of ground-floor office space (formerly a general store) and an upstairs apartment, while 27 Sias Ave has a 2,200+ sq ft duplex with two residential apartments. The lot also provides open, level acreage with plenty of room to expand, develop, or reconfigure for new uses. This location offers endless possibilities, from retail plazas and medical offices to restaurants, mixed-use developments, or national chains. The existing income stream allows for cash flow while you plan your project. Note: An adjacent single-family home on .24 acres is not included in the sale but may be negotiable at an additional price. Don't miss this rare opportunity in a high-visibility corridor-bring your vision and capitalize on this development potential!

Listed by Ryan Pronto of Jim Campbell Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 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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24 Bartlett Road Milton VT 05468

Milton, VT24 Bartlett Road

Price$1,200,000

Est. Mortgage: $/month

MLS Number 5053504

  • Land
  • Address 24 Bartlett Road
  • Acreage 7.31
  • Area VT-Chittenden
  • PricePerSqFt 164158.69

Exceptional opportunity to acquire a fully permitted 7.31 acre commercial lot just off Route 7 in Milton. This rare, shovel-ready property is zoned General Industrial, offering broad flexibility for a variety of commercial & industrial uses-ideal for logistics, manufacturing, equipment storage, trades, or business expansion. The parcel is level, cleared & ready for immediate development. The property features a $100,000.00 deposit in place w/ a steel smith to the benefit of the news owners, as well as well over $100,000 in work completed to receive permits & build out existing approved plans. Truly shovel ready in every capacity, w/ unseen benefits on top! The current approval is for a 15,000+ square foot commercial structure, primed & ready to get started (see documents tab for further information). Strategically located just minutes from I-89, this site offers direct access to Vermont's primary north-south corridor. It's perfectly positioned for trucking companies, distribution hubs, contractors, or any operation that depends on reliable transportation infrastructure. This is a prime opportunity for developers, investors, or business owners looking to establish or expand in a growing commercial area. W/ full permits in hand, transferable plans & zoning that supports a wide range of uses, the groundwork is done-just bring your vision. Don't miss your chance to build in a location that's ready to support your growth. This property is truly set up for success.

Listed by Connor Johnson of KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 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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395 King Hill Road Readsboro VT 05350

Readsboro, VT395 King Hill Road

Price$1,200,000

Est. Mortgage: $/month

MLS Number 5048952

  • Residential Single Family
  • Full Bath 1
  • Address 395 King Hill Road
  • Construction Existing
  • Bedrooms 5

Stunning Mountain & Meadow Views, 135 acres of pristine rolling meadows overlook the Harriman Reservoir, sits a meticulously maintained c. 1770 5 bedroom farmhouse. Welcome to King Hill Farm, this idyllic Vermont homestead has been in the King family for multiple generations. No restrictions, enjoy the peace and quiet of a slight breeze, blue skies and bird songs. Remarkable, one of a kind opportunity. Perfectly presented farm with two large barns, several outbuildings, a pond and a three car garage. Paved town, maintained road with cell service and good internet. Generations of manicured perennial gardens with heirloom flowers and fruit trees. The farmhouse offers plenty of space for gatherings with a spacious living room. Everyone can get cozy by the wood stove in the eat-in kitchen or head into the formal dining room. The first floor bedroom and bath makes for easy living. Don't miss the four additional bedrooms on the second floor. Plenty of room to add a second or third bath. The walk up attic offers more opportunity to add living space. Relax on the beautiful front porch, taking in the views and smelling the flowers. There are well-planned vegetable gardens and berry bushes. For the nature enthusiasts this home is located near hiking and the Green Mountain National Forest, skiing at Prospect Mountain

Listed by Margretta Fischer of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

36 U.s. Route 4 Bridgewater VT 05034

MLS Number 5071647

  • Commercial
  • Address 36 U.s. Route 4
  • Year Built 1974
  • Square Feet 5,491
  • Acreage 14.27

PRIME KILLINGTON LOCATION - The iconic BACK BEHIND SALOON and BBQ SMOKEHOUSE! The Back Behind is primed and ready for the next successful chapter in its storied history. Originally opened as a country store in 1974, the building was transformed in 1981 into an imaginative restaurant famous for its unforgettable setting. The main dining area seats 109, and is centered around a colossal 35-ton, circa 1900 railroad snowplow car. A cheerful red antique caboose serves as an additional, charming dining space. The property is turnkey with great new updated commercial kitchen including Vulcan stove, fully appointed bar with 12 draft lines, and a state of the art Southern Pride Smoker just off the kitchen. The former owners ran this successful restaurant for more than 20 years, establishing a solid reputation for great food at a fair price. Those owners have retired and moved on, creating an amazing opportunity for the next investor to step up. The sale includes the business, interior furnishings, all equipment and all the real estate. This incredible spot is just minutes from the Killington Skyship, 15 minutes to Woodstock and 20 minutes to Okemo. Make this iconic restaurant your own and carry on the tradition of this beloved local landmark! FOR SALE OR LEASE!

Listed by Christopher Cummings of Cummings & Co

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 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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81 Top Deck Lane Newport Town VT 05857

Newport Town, VT81 Top Deck Lane

Price$1,200,000

Est. Mortgage: $/month

MLS Number 5060964

  • Residential Single Family
  • Full Bath 3
  • Address 81 Top Deck Lane
  • Construction Existing
  • Bedrooms 4

A unique opportunity to own a piece of the history of the Northeast Kingdom. Locally known as the "Top Deck" , which was a restaurant and a campground, but now has been a single family home for about 50 years. Over 7 acres and 217 feet of sandy beach waiting for a sunny day. Mostly open land with room for a stable? Golf hole? And, bring the family. Room for all. The 2nd floor has 10 foot wooded ceilings and a great room concept. with kitchen, dining room, and living room. All facing the lake and overlooking the inground pool. Fully furnished. 3 bedrooms, a pantry, and 2 bathrooms complete this level. A massive brick fireplace doubles as a wall between the DR and LR. On the ground level are 1 more bedroom and family room. A 3rd full bath, and large mudroom. Also, over 1,000 square feet for the 2 car garage and even the left over locker rooms from the campground days.

Listed by Michael Conley of Conley Country Real Estate & Insurance

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 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 June 8, 2026 10:23 PM EDT