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Very Cool Houses

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86 Town Line Road South Hero VT 05486

South Hero, VT86 Town Line Road

Price$1,999,000

Est. Mortgage: $/month

MLS Number 5087393

  • Residential Single Family
  • Full Bath 2
  • Address 86 Town Line Road
  • Construction Existing
  • Bedrooms 4

Enjoy the BEST sweeping panoramic views of Lake Champlain and beyond (from Jay Peak to Mansfield to Killington) in a 2018-built contemporary on 10 private acres. A bygone state tourism brochure called this very vista, "The Beckoning Country." From your 4-bedroom/4-bath comfortably-designed 3-story home with *elevator*, stroll down to the bay (deeded access) with its seasonal community dock to fish or canoe, spy herons and hear loons, then return to relax on your private deck, soak in the hot tub, and retreat to the nifty media/game corner with its fireplace. Every morning experience a new sunrise delight. On the main-living second floor -- the large, bright, open kitchen-dining-den space serves a family and entertains guests while opening to the deck. This level also features a powder room with shower, and a king-bed bedroom suite with full bath. The top floor features a master bedroom suite with high deck and a large bathroom including steam shower, tub, and washer/dryer for convenience. Also, an office and an extra bedroom currently with bunk beds, plus a bonus mini-loft fun for kids. The first floor offers a separate-entrance rear unit with four rooms for an in-law space, or expand the overall home! Off the front foyer is: a large playroom/office, three story elevator, and stairway to the second floor. Special notes: Radiant floor heating throughout, with added heat pump wall units for fast heat or A/C. The expansive "Starry Ridge" property has it all -- buffering woods, and also the town's best sledding hill, site of occasional colorful hot-air balloon launches. Nearby: Try a variety of wonderful eateries and restaurants only minutes away, sip wines at Snow Farm Vineyard. Be an hour to bustling Montreal or snowy Stowe, half hour to charming Burlington. The current owners, occupiers of eleven past homes, call this their favorite one: "lots of peace and beauty." An extraordinary opportunity.

Listed by Jeffrey Sikora of Apple Island 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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198 Piper Hill Road Weston VT 05161

Weston, VT198 Piper Hill Road

Price$1,995,000

Est. Mortgage: $/month

MLS Number 5058625

  • Residential Single Family
  • Full Bath 2
  • Address 198 Piper Hill Road
  • Construction Existing
  • Bedrooms 4

Uplands is a gracious 105-acre hill farm on the south-facing slope of Markham Mountain, located just outside the historic village of Weston. Anchored by an 1800s farmhouse, the main residence has been thoughtfully added on to and renovated over the years and offers over 3,839 square feet of living space, including four bedrooms, three fireplaces and an attached two bay garage. The guest house preserves the historic character of an early 19th-century English barn with the addition of a two bedroom apartment on the main level. A short walk from the house, is a handsome post and beam bank barn. The three level barn includes a six-stall stable, three bay garage for equipment, and an inviting entertaining space on the top floor. Surrounding the buildings are stone walls, extensive perennial gardens and apple trees. An 1.5-acre spring-fed swimming pond with a sandy beach is stocked with trout and bordered by open fields and woodlands. A conservation easement with the Vermont Land Trust allows for the potential subdivision and construction of one additional residence. Located just minutes from the award-winning Weston Theater Company and year-round recreational opportunities such as hiking on the Long Trail and skiing some of Vermont's best at Okemo, Magic, Stratton, Bromley and Viking Nordic Center.

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

$
$
%
$/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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2589 W. Sandgate Road Sandgate VT 05250

Sandgate, VT2589 W. Sandgate Road

Price$1,995,000

Est. Mortgage: $/month

Pending

MLS Number 5047939

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 5
  • Bathroom 3

Two Pigs Farm is a hillside retreat in Southern Vermont's Taconic Range, where meadows are bound by ancient maple trees, stone walls and two clear brooks. The circa 1989 farmhouse and barns feel timeless-rooted, quietly graceful-designed for comfort, and connection. Inspired by childhood summers in Sandgate, the owner dreamed of a place where time stretches-mornings for berry picking, afternoons for reading, and late winter for tapping maples, reconnecting with the rhythms of nature. A wide porch gazes across to rounded hills. The screened porch, with its pass-through to the kitchen, is perfect for summer suppers. Under the dappled shade of trees, a walled stone terrace welcomes lingering meals and conversations that last into starlight. Perennial gardens bloom from early spring to autumn's last blaze. The kitchen is a true chef's haven-spacious and inviting, with an AGA range, Viking appliances, marble and soapstone counters, a walk-in pantry, and a tucked-away office. Wood-burning fireplaces anchor the library and living room. The primary suite has its own hearth; four more bedrooms offer room for guests. With a 7-stall horse barn, one bedroom studio/art space over the car barn with a commercial kitchen below, infinity pool, sauna house, solar array, greenhouse, trout pond, fruit trees and berries, this is more than a farm-it's a place to re-create. 30 minutes from Manchester/Dorset, 3 hours from New York and Boston. Showings begin June 27

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

$
$
%
$/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 River's Edge Lane Stowe VT 05672

Stowe, VT24 River's Edge Lane, Unit 2

Price$1,995,000

Est. Mortgage: $/month

Pending

MLS Number 5061936

  • Residential Single Family
  • Full Bath 2
  • Address 24 River's Edge Lane
  • Construction Pre-Construction
  • Bedrooms 3

Welcome to River's Edge, a new luxury riverside community by Riverwatch Building Co. Nestled along the West Branch River and adjacent to Stowe Country Club, this thoughtfully designed modern home offers a perfect blend of elegance, comfort, and Vermont charm. This just finished 3-bedroom, 3.5-bathroom residence features an open-concept main level with a chef's kitchen, walk-in pantry, and a wall of windows showcasing direct river views from both the living room and primary suite. High-end finishes include stone countertops and beautifully tiled baths. The primary suite offers a serene retreat with sweeping views, while the second floor provides two spacious guest bedrooms, a shared bath, and a convenient laundry room. Additional amenities include a mudroom, finished basement with bathroom, one-car garage, and central air conditioning-all designed for today's modern lifestyle. At River's Edge, you'll find more than just a home-you'll discover a neighborhood. With direct access to the Stowe Recreation Path, year-round biking, walking, and skiing are right outside your door. This exclusive riverside enclave combines natural beauty, mountain vistas, and in-town convenience, creating the ultimate Stowe retreat.

Listed by Smith Macdonald Group of Coldwell Banker Carlson 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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27 Mountain View Road Winhall VT 05340

Winhall, VT27 Mountain View Road

Price$1,990,000

Est. Mortgage: $/month

MLS Number 5092802

  • Residential Single Family
  • Full Bath 5
  • Construction Existing
  • Bedrooms 6
  • Bathroom 7

Direct views of Stratton Mountain set the stage for this exceptional post-and-beam residence, offering a rare combination of luxury living, entertaining space, and rental flexibility. Handcrafted timber framing creates warmth and character throughout, while four fireplaces including a gas fireplace in the primary suite enhance the home's mountain atmosphere. Designed for gathering, the lower level features a full bar, game room, family room, and wood-burning fireplace, creating an ideal setting for aprs-ski entertaining. The primary suite serves as a private retreat with a spa-like bath, indoor sauna, hot tub, and oversized shower. Outdoor living is equally impressive. The expansive deck functions as a four-season outdoor kitchen and lounge complete with a covered porch, wood-fired pizza oven, gas grill, and gas fire pit. A landscaped level yard provides additional usable outdoor space, while a second outdoor hot tub extends the home's resort-style amenities. Recent improvements include updated Thermador appliances and a new roof. Additional features include a heated two-car garage and direct access to the Stratton shuttle route. A standout feature is the home's ability to operate as two fully independent residences, each with its own kitchen and laundry. This flexible configuration creates opportunities for personal use, hosting guests, or maximizing rental income throughout the year.

Listed by Jamie Wylie of Stratton 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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25 Cavendish Cove South Hero VT 05486

South Hero, VT25 Cavendish Cove

Price$1,979,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5083045

  • Residential Single Family
  • Full Bath 1
  • Address 25 Cavendish Cove
  • Construction Existing
  • Bedrooms 3

Located on sought-after Kibbe Point, this stunning two-story contemporary island home sits on 2.75 private acres with 249 feet of pristine Lake Champlain shoreline. Designed to embrace its natural surroundings, the home features a bright open-concept great room with hardwood floors, stainless steel appliances, granite countertops, white cabinetry, and a large center island-perfect for entertaining. Expansive windows and sliding doors lead to a full-length lakeside deck offering breathtaking panoramic views of the lake, surrounding islands, and distant mountains. Enjoy year-round comfort in the 4 season sunroom with warm buttery pine walls, radiant heat and an LP gas fireplace for cozy evenings. The spacious primary suite boasts vaulted ceilings, large custom walk-in closet with built in drawers and shelving and an elegant ensuite bath with large double vanity, walk-in shower w/ custom tile work and double shower heads. There are two nicely appointed spacious bedrooms on the second floor and a walk in pantry. The lower level features a 15 x 29 ft family/media room with radiant heat, built-in surround sound system and sliders to access the lake. This level also includes another guest room with ensuite 3/4 bath and a dedicated office with lake views with sliders to a private patio. After a day out on the water fire up the grill and hang out with the crew at your Tiki Bar overlooking the lake, islands and mountains. Recent improvements include a new roof, freshly painted interior and exterior, new mini-split heat pumps with A/C. Looking for a space for projects and storage for all your lake gear? The 24 x 36 detached garage is heated and insulated and includes a 2nd floor shop space and 1st floor workout room. Deep-water access makes this the ideal property for boating, swimming, and lakeside living. Peaceful, private, and well-appointed-this exceptional home offers the perfect blend of modern comfort and natural beauty, a convenient 20 minute drive from Burlington.

Listed by Franz Rosenberger of Coldwell Banker Islands 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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74 N Brookwood Road Stratton VT 05155

Stratton, VT74 N Brookwood Road

Price$1,975,000

Est. Mortgage: $/month

MLS Number 5088735

  • Residential Single Family
  • Full Bath 3
  • Address 74 N Brookwood Road
  • Construction Existing
  • Bedrooms 4

PRIME LOCATION near the coveted STRATTON MOUNTAIN RESORT. This EXCEPTIONAL four bedroom three bathroom turn-key home is PRIVATELY SITUATED on 1.5 acres and READY TO BE ENJOYED YEAR ROUND. Snowmobile right from the house to access thousands of acres of pristine VAST snowmobile trails for ENDLESS WINTER ADVENTURE. Ski home to the Covered Bridge neighborhood or hop on the resort shuttle, which runs every weekend and picks up right at the end of the driveway for an EFFORTLESS TRIP TO AND FROM THE MOUNTAIN. This property also coveys with the coveted Stratton Mountain and Fitness bond, granting FULL ACCESS to the golf course, fitness center, and an EXCLUSIVE PRIVATE HOMEOWNERS LODGE AT THE MOUNTAIN. The spacious great room features CATHEDRAL CEILINGS, walls of glass and a DRAMATIC WOOD BURNING FIREPLACE. The GOURMET KITCHEN with stone countertops and UPSCALE APPLIANCES opens seamlessly to the dining and great room. The primary suite offers privacy with a BEAUTIFUL BATH, walk in closets and WOODLAND VIEWS. A family room with SUNNY EXPOSURE opens to the back deck where you can ENJOY THE SPA. Multiple decks provide both covered and open spaces to enjoy the seasons, including a beautiful front upper deck that offers AMAZING SUNRISE AND SUNSET VIEWS. Wood floors, tile baths, and a lovely entry and mudroom complete the interior. IDEAL FOR WINTER AND SUMMER ENTHUSIASTS seeking a premier resort.

Listed by Paul Marino of WWW.FLATFEEMLS4FREE.COM

$
$
%
$/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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4647 Lake Road Newport Town VT 05857

Newport Town, VT4647 Lake Road

Price$1,945,000

Est. Mortgage: $/month

MLS Number 5086492

  • Residential Single Family
  • Full Bath 2
  • Address 4647 Lake Road
  • Construction Existing
  • Bedrooms 3

WELCOME TO HIDDEN HAVEN-an extraordinary country estate set on 137 private acres with breathtaking views of Lake Memphremagog and Vermont's Green Mountains. Tucked away just ½ mile off Lake Rd and accessed by a private gated drive, this one-of-a-kind property offers the perfect blend of luxury living and outdoor recreation. The custom 13-room residence features nearly 6,000 sq.ft. of finely crafted living space highlighted by 10' ceilings, custom-milled woodwork, a stunning stained-glass skylight and a beautifully appointed library. The gourmet kitchen is designed for the serious chef with a gas cooktop, pot filler, imported tile backsplash, granite counters, double ovens and a spacious walk-in pantry. The main level primary suite offers a true retreat with a spa-like bath, walk-in shower, generous walk-in closet and convenient laundry area. The second level provides two additional bedrooms, a full bath and a second laundry space. The walk-out lower level is ideal for entertaining with a home theater, expansive bar and game room. A massive 40'x100' outbuilding makes a perfect place to park your RV/Motorhome with a full upper-level workshop offering endless possibilities for storage, hobbies or business use. Energy-efficient features include an 8KW grid-tied solar array, high-speed internet and a 15KW automatic standby generator. The land itself is equally impressive with an established trail network, over 100 acres of forest, a productive garden, apple orchard and a separately deeded 10-acre parcel suitable for additional development. A rare opportunity to own a private Vermont retreat where peace, privacy and natural beauty define the lifestyle.

Listed by James Campbell 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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709 Us Route 4 Killington VT 05751

Killington, VT709 Us Route 4

Price$1,900,000

Est. Mortgage: $/month

MLS Number 5085656

  • Residential Single Family
  • Full Bath 23
  • Address 709 Us Route 4
  • Construction Existing
  • Bedrooms 26

Fully staffed Inn, Restaurant & Pub with Owner's Wing. Own a high-demand hospitality asset in Killington; Vermont's most iconic resort town, and a proven tourism powerhouse. With a track record of gross sales over $1MM, this hotel and bar attract consistent year-round traffic from skiers, hikers, and vacationers, while maintaining strong local patronage. With proven demand and a prime location in one of New England's most resilient leisure markets, it represents a rare opportunity for investors seeking stable revenue and long-term growth potential. Also perfect for anyone looking to shorten their commute; work where you live and play! The owner's apartment is a massive 4 bedroom, 2 1/2 bath, two story apartment with spectacular views and a fenced yard making it the perfect owner occupied business opportunity.

Listed by Shem Nelson and Andy Smith of Badger Peabody & Smith 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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751 Main Road Stamford VT 05352

Stamford, VT751 Main Road

Price$1,900,000

Est. Mortgage: $/month

MLS Number 5085047

  • Residential Single Family
  • Full Bath 3
  • Address 751 Main Road
  • Construction Existing
  • Bedrooms 6

Step into the most amazing Victorian house you will ever see! Built in 1880, you will feel like you've walked back in time. Beautiful architecture and woodwork. The house was built by John Tudor, a Welsh immigrant who had made a fortune as a mill owner in northern Vermont and settled in Stamford. There is a stunning 3 floor Post & Beam Barn built in 2000 with a 2 car garage built-in. Barn also features 4 stalls with room for a 5th, tack room, hayloft, along with some finished sq ft with electric, heat and water. Also included is a 2nd home on the property. It's a 2 bedroom 870 sq ft 1 story Modular. Other amenities include a very large in ground salt water pool with new liner along with a beautiful pool house with outdoor kitchen and bathroom, sauna, green houses, shed and a tiny vineyard with 50 vines! Two duck houses and a small 10 x 8 cow barn. Oh, I almost forgot the chicken coop! 400 amp Whole House Generator. 2 septics and 2 drilled wells. Located on the southern border of Vermont with mountain views of Mt Greylock in the Berkshire Mountains. Just under 10 acres of level land with fruit trees. 2 Stone Lions in the front yard have been a marque in the village for years. This property has so much to offer in a small southern Vermont town!

Listed by Michael Jarvis of United Country Real Estate Mike Jarvis Group Inc

$
$
%
$/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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200B Burgess Road Shoreham VT 05770

Shoreham, VT200B Burgess Road

Price$1,899,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5087745

  • Residential Single Family
  • Full Bath 2
  • Address 200B Burgess Road
  • Construction Existing
  • Bedrooms 3

Set against the backdrop of Vermont's Champlain Valley, Peaceable Hill Farm spans 227± acres of open fields, woodlands, and Lemon Fair River frontage. With sweeping Green Mountain views and a carefully restored late 1800s post-and-beam farmhouse, the property balances historic character with modern comfort in a setting defined by conservation and natural beauty. Peaceable Hill Farm is more than acreage-it is a place to slow down, connect with the land, and enjoy Vermont's enduring landscapes. Wander along the riverbanks, explore wooded trails, or take in the quiet views across miles of protected farmland. With its combination of privacy, scale, and thoughtful stewardship, the farm is well-positioned for its next chapter. The restored late 19th-century post-and-beam residence has been renovated to showcase its period craftsmanship while incorporating modern updates for year-round living. The 227± acre landscape includes rolling countryside, open meadows, forested acreage, and river frontage suitable for farming, recreation, or conservation. Permanently protected by a Vermont Land Trust easement with right of first refusal, the property carries a lasting conservation legacy, while neighboring conserved parcels contribute to over 3,000 acres of protected land in the area. Peaceful yet convenient, Peaceable Hill Farm offers the rare chance to own a significant piece of Vermont's agricultural and scenic heritage, where the land itself becomes part of the home.

Listed by Wade Weathers and Averill Cook of LandVest,Inc-Burlington

$
$
%
$/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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2394 Fletcher Hill Road Woodstock VT 05091

Woodstock, VT2394 Fletcher Hill Road

Price$1,895,000

Est. Mortgage: $/month

MLS Number 5084536

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 2,944

Newly constructed Modern Vermont Farmhouse residence on 14 acres with absolutely amazing river views, 13-foot ceilings, gourmet kitchen, oversized french doors and windows throughout, radiant-heated concrete floors, first rate finishes, appliances and mechanicals located just 6 minutes to the Woodstock village green and 17 minutes to the Killington Skyeship base lodge. The first level is comprised of a large, open-format living space with gourmet kitchen, dining and living spaces, plus a first level bedroom with modern ensuite bath. Upstairs is another large open floor plan living space with a half-bath, and a full bedroom with ensuite bath. Each side of the upstairs living space has loft sleeping bunk-areas for kids (of all ages!). SEE DEDICATED PROPERTY WEBSITE FOR VIDEOS, VIRTUAL WALKTHROUGH, FLOORPLANS AND MORE.

Listed by John Snyder of Snyder Donegan Real Estate 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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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 7:54 PM EDT