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Very Cool Houses

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1060 Upper Hollow Road Dorset VT 05251

Dorset, VT1060 Upper Hollow Road

Price$5,600,000

Est. Mortgage: $/month

MLS Number 5075285

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 5
  • Bathroom 6

'MOONLIGHT REFLECTIONS ON AN UPPER HOLLOW SANCTUARY'... This stunning rare estate sits on 66 secluded acres of unspoiled beauty, offering breathtaking sweeping views of two luminous ponds, where moonlight reflections shimmer across the water each evening, creating a truly magical feeling. Inside you will find a contemporary open layout anchored by a dramatic stone fireplace, perfect for cozy evenings. The main residence captures the landscape from every angle blending modern architecture seamlessly with nature. This is much more than a home, it is truly a legacy property... Prestigious, Private and Profoundly Peaceful and must be seen to be fully appreciated!! Beauty, solitude, quiet luxury!!! Subdivision potential.

Listed by Sunny Breen of Josiah Allen Real Estate,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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6954 Vermont Route 17 West Addison VT 05491

Addison, VT6954 Vermont Route 17 West

Price$5,500,000

Est. Mortgage: $/month

MLS Number 5091992

  • Residential Single Family
  • Full Bath 3
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5

On a secluded headland offering ultimate privacy with 14.7 private acres and over 1,200 feet of pristine Lake Champlain shoreline, Blue Heron Point offers exceptional privacy, panoramic lake and Adirondack views, and a rare turn-key Vermont waterfront lifestyle. Designed by architect Peter Morris, the 6,059± square foot shingle-style residence blends timeless New England character with modern luxury, thoughtful craftsmanship, and pristine natural surroundings. Professionally landscaped grounds, mature gardens, forested walking trails, expansive lawns, and an easy gravel path to the private cedar dock create a setting of unmatched beauty and seclusion. Seamless indoor-outdoor living is central to the property, with patios, poolside and lakeside gathering areas, and a screened dining porch for relaxed summer living and effortless entertaining. A cathedral-ceilinged Great Room anchored by a massive fieldstone fireplace showcases hand-selected Northern Hemlock timbers, while open interiors flow easily into modern amenities including a fitness studio with professional-grade equipment, wet bar, and versatile family/media room with gas fireplace. Waterfront living includes a private cedar dock, sweeping Adirondack views, and a spring-fed pond for seasonal swimming or skating. A heated gunite pool with bluestone patio, stone terraces, perennial gardens, wooded trails, fire pit, and independent one-bedroom guest apartment with kitchen, bath, and laundry complete this property. Just under an hour from Burlington International Airport and close to historic sites, dining, and shopping in Middlebury and Vergennes, Blue Heron Point is a legacy property where timeless design meets Vermont's most sublime natural setting.

Listed by Averill Cook and Wade Weathers 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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2455 West Hill Road Stowe VT 05672

Stowe, VT2455 West Hill Road

Price$5,500,000

Est. Mortgage: $/month

Open House

MLS Number 5060687

  • Residential Single Family
  • Next Open House: Sat 06/13 11:00 am. to 1:00 pm.
  • Full Bath 6
  • Address 2455 West Hill Road
  • Construction Existing

Imagine waking up to breathtaking mountain views on your own private 39 acre sanctuary, just minutes from Stowe's vibrant village and the world class Stowe Mountain Resort. This charming 8-bedroom farmhouse offers the perfect blend of rustic charm and modern amenities. Gather friends and family in the spacious gourmet kitchen, warmed by a crackling fireplace, or relax by the fire in the family room after a day on the slopes. Adjacent to the kitchen is a dedicated office with inspiring views that bring Vermont inside. Enjoy elegant evenings in the formal dining room and living room, complete with a gas fireplace. Four newly renovated bedrooms with ensuite baths and central air ensure ultimate comfort. The finished basement offers fantastic entertainment space equipped with everything from a pool table to video games. The outdoor kitchen and patio beckon for summer gatherings on your private baseball field and the tranquility of your private pond and hot tub provide space to unwind under a canopy of stars. The property provides easy access to the VAST trail network The extensive 4-car garage was designed with gear storage in mind. This is more than just a home; it's a Vermont lifestyle.

Listed by Kelley King of Pall Spera Company Realtors-Stowe

$
$
%
$/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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143 Jen Barry Lane Colchester VT 05446

Colchester, VT143 Jen Barry Lane

Price$5,250,000

Est. Mortgage: $/month

Pending

MLS Number 5039209

  • Residential Single Family
  • Full Bath 2
  • Address 143 Jen Barry Lane
  • Construction Pre-Construction
  • Bedrooms 4

Ultimate luxury direct waterfront living! A rare opportunity to own new construction on Lake Champlain. This is the last beachfront lot in the peaceful enclave of Bay Manor Estates. A new Shover Construction custom home with designer finishes offers 119' of owned sandy beach! All permits are in hand for up to 5 bedrooms; building can begin in 2025. Our elevated 2-story Modern Farmhouse design features 4 spacious bedrooms, 4 baths, with an open main living area encompassing a generous kitchen and extensive views of the lake. Make a stylish statement throughout based on stone, cabinet, flooring, paint, and trim choices. Add our exceptional design concierge to complete a dream team to make the process even smoother! The dining and great rooms feature a 25 ft cathedral with a 2-story stone fireplace centerpiece. The impressive 1st floor primary suite also claims panoramic water vistas and 10' ceilings. The 2nd floor consists of 3 bedrooms, 9' ceilings, and a 766 sq ft flexible room over the 3-car garage. The basement offers 1,010 sq ft of space to customize. Access the lakeside covered porch from the first floor with unspoiled views, sunsets, perfect for alfresco dining or simply a peaceful evening. Located on a quiet cul-de-sac with 14 acres of common land and proximity to trails, the BTV bike path, colleges, and the UVM Medical Center. A blank canvas ready to paint; the beauty of building a new home fully customizable to a new owner's adoration vs renovating someone else's!

Listed by Robin Shover of EXP Realty

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$
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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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3800 Weston Andover Road Andover VT 05143

Andover, VT3800 Weston Andover Road

Price$5,150,000

Est. Mortgage: $/month

MLS Number 5089880

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 8
  • Bathroom 8

Escape to Moosewalk Lane. This ultimate family compound is a fully furnished and equipped rural retreat in Andover, Vermont. Set on 384 acres rising to 2,200 feet, the tract blends seclusion and timeless craftsmanship, with miles of private trails for winter sports, horseback riding and recreational vehicles, all threading through open meadows, historic stone walls, and woodlands, with direct access to the VAST snowmobile system. The 10,062 sq ft timber frame main house is anchored by a soaring two story great room with a dramatic stone fireplace and an open chef's kitchen featuring double appliances, a Viking 60 inch cooktop and a wood fired pizza oven. A cozy loft and a library provide serene reading nooks. The main level includes a distinctive 2 bed, 2 bath primary suite, plus six additional bedrooms and five baths for family and guests. Onsite amenities include a home gym, media and game room, outdoor art installations, paved driveways and six garage bays. The multi building compound consists of a guesthouse with private office, a heated writer's cabin with panoramic view of the Connecticut River Valley, an equipment barn and woodshed - everything needed for comfortable year round living, family retreats, or events. Enjoy hiking, snowshoeing, wildlife viewing and a gravity fed 50 tap maple syrup operation all in a private setting to share with family and friends. Watch the award nominated video tour to see why Moosewalk Lane delivers the quintessential Vermont experience.

Listed by Steve Stettler and Gary Coger 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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454 Mountain Road Stratton VT 05155

Stratton, VT454 Mountain Road

Price$4,999,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5005058

  • Residential Single Family
  • Full Bath 5
  • Address 454 Mountain Road
  • Construction Existing
  • Bedrooms 6

Welcome to a one-of-a-kind 141-acre mountaintop retreat at Stratton Mountain Resort - an extraordinary sanctuary with panoramic views of Stratton, Mount Snow, and Bromley. Designed for elegance and ease, this home is a rare blend of architectural beauty, comfort, and sophistication. A gracious entryway opens to a sunlit living room and library anchored by an 18-foot stone fireplace. Expansive windows frame breathtaking mountain vistas, filling the space with natural light. The gourmet kitchen features a casual dining area and connects to a separate dining room - ideal for both relaxed and formal gatherings. With six en suite bedrooms, including a luxurious primary suite with a private office, dual walk-in closets, a cedar closet, and a separate storage room, theres plenty of space for all. A custom bunk room with built-in cubbies adds a fun, functional touch for younger guests. Year-round enjoyment continues with a golf simulator, home theatre, and a detached three-car garage with a fully equipped gym. A light-filled hallway connects all levels, creating a seamless flow throughout the home. Outdoors, unwind in the heated gunite pool and hot tub or enjoy tennis, pickleball, or basketball on your private courts. Lush perennial gardens, stonework, and bluestone walkways enhance the natural setting. Whether you're seeking a private escape or a home for generations, this mountaintop retreat is your Vermont dream - just in time for ski season.

Listed by Lisa Sullivan 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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1182 1184 East Manchester Road Manchester VT 05255

MLS Number 5063499

  • Residential Single Family
  • Full Bath 5
  • Construction Existing
  • Bedrooms 9
  • Bathroom 10

Peacock Hollow, a c.1790 completely private estate, is gracefully sited on 29.9 acres surrounded by sweeping mountain views, a running stream, and bordered by the forest. This rare offering combines historic character with refined updates, creating a legacy property designed for both intimate living and grand entertaining. The 5,500 square foot main residence offers five beautifully appointed bedrooms, five fireplaces, original wood and marble floors, and handsome moldings throughout. The home has been thoughtfully expanded to include a sun-filled country kitchen with custom cabinetry, formal and informal dining rooms, a library, family room, and multiple living spaces that open to marble terraces and gardens. Enhancing the estate are extraordinary amenities, including a marble in-ground swimming pool with stone terrace, a tennis court, and a one-bedroom caretaker's cottage with attached garage for on-site management or guest overflow. A 2,400 square foot three-bedroom guest house, created from the original c.1796 post-and-beam barn, blends historic charm with modern comfort. A goat and chicken barn, equipment barn, and a separate 30' x 60' seven-bay toy and car barn provide abundant storage and the opportunity for a true Vermont farmstead lifestyle or a spectacular car collection. The grounds are equally captivating, featuring mature landscaping, open meadows, orchards, perennial gardens, and stone walls. Pergolas, walkways, and extensive marble terraces.

Listed by Betsy Wadsworth 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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527 Benson Road Manchester VT 05255

Manchester, VT527 Benson Road

Price$4,975,000

Est. Mortgage: $/month

MLS Number 5011880

  • Residential Single Family
  • Full Bath 1
  • Address 527 Benson Road
  • Construction Existing
  • Bedrooms 5

Boorn Brook Farm combines the rich character of history and the comfort of contemporary living with complete privacy. Established in the late 1700s, the estate near Manchester Center offers stunning views of the Mt. Equinox and the Taconic Range. Surrounded by the Green Mountain National Forest, it creates a peaceful haven that balances the old and the new. For over 50 years, Marion Gould Pleissner lived at the Plaza in New York City and summered here while her husband, celebrated artist Ogden Pleissner, used the barn as his studio-his works now hang at the Met, Shelburne Museum and in private collections. The 1790s farmhouse and 1820s barn underwent extensive renovations by Boston architects Judge, Skelton, Smith. The farmhouse was thoughtfully restored, while the barn was transformed into two living spaces. Modern updates, including new utilities and underground infrastructure, were discreetly integrated to preserve the pristine vistas. The Great Room of the Barn have seen many lively gatherings over the years. Today, this multi-generational sanctuary remains a tranquil retreat, bordered by Bourn Brook and encircled by the GMNF's Lye Brook Wilderness Area. The property retains its pastoral allure with goats grazing the fields and timeless pleasures like fly fishing, hiking and swimming. Currently serving as a family compound and wedding venue, the property holds an Act 250 permit for up to 43 cabins. For more details, refer to the commercial listing.

Listed by T Story Jenks of LandVest,Inc/Woodstock, Wade Weathers of LandVest,Inc-Burlington

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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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675 Putnam Forest Road Stowe VT 05672

Stowe, VT675 Putnam Forest Road

Price$4,975,000

Est. Mortgage: $/month

MLS Number 5077621

  • Residential Single Family
  • Full Bath 4
  • Construction Existing
  • Bedrooms 4
  • Bathroom 6

Prime Stowe Hollow location outdone only by it's spectacular views of the Green Mountains. Panorama's sweeping vantage of Mt. Mansfield and the valleys below will take your breath away. With a private, top-of-a-hill setting, mere minutes from Stowe Village, this 16+ acre estate features a 7900+/- sf classic Shingle Style architectural gem. The meticulously maintained 4 bedroom, 6 bath home is light-filled with mountain views from nearly every room. With three floors of living space, Panorama was designed for entertaining friends and family. Unwind after a day of hiking, mountain biking or skiing by one of the three fireplaces or head out to the vast, wrap-around deck to take in incredible Green Mountain sunsets. An expansive bonus room makes for an ideal home office or additional activity/gathering space. The impeccable grounds include flowering shrubs, perennial gardens, a wildflower meadow, and a large, professionally built fire pit with generous space for outdoor gatherings in any season. Miles of trails into the protected CC Putnam State Forest and the Worcester Range are easily accessible, while a short walk from the back door leads to Gold Brook for a quick dip in the numerous swimming holes. Panorama is centered in the heart of Stowe Hollow just under 10 miles to Stowe Mountain Resort, 3.8 miles to Stowe village, 15 minutes from Stowe-Morrisville airport, 35 minutes to Burlington Airport, 2.5 hours to Montreal and a 3-hour drive to Boston. No drive-bys.

Listed by Meg Kauffman of LandVest,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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56 Turner Mill Lane Stowe VT 05672

Stowe, VT56 Turner Mill Lane

Price$4,950,000

Est. Mortgage: $/month

MLS Number 5072541

  • Residential Single Family
  • Full Bath 10
  • Address 56 Turner Mill Lane
  • Construction Existing
  • Bedrooms 14

Turner Mill Inn, built in 1936, is one of the oldest ski destinations in Stowe…and in the US. This property was restored by the current owners, beginning is 2020, with great emphasis on fit and finish. The property abuts Stowe Mountain Resort (Vail) and is located at the corner of Mountain Road and Notchbrook Road. Ski home from the top of Stowe Mountain Resort's Four Runner Quad, down the Bruce Trail and walk across the street to Turner Mill. The property also has a stop on the Mountain Road Shuttle for easy access to Stowe Mountain Resort and Stowe Village. What is Turner Mill now? Level 1 and 2: (5) bedrooms (4) baths, kitchen, living rooms, dining room, sitting room…3,410 sq' Level 3: (4) Bedrooms, (3) baths, living room, dining room, kitchen…2,019 sq' Level 4: Suite One (2) bedrooms, kitchen, bath. Suite Two (2) bedrooms, bath, kitchen. Suite Three (2) bedrooms, bath, kitchen…1,871 sq' Please see the attached Interactive Property Tour! Reference the attached Architectural Drawing Package showing the floorplans and dimensions. These are not as-built drawings. In addition to the restored, renovated and updated Turner Mill Inn there are 9 acres. (4) acres in the Upper Mountain Road Zoning district and (5) acres in the RR-5 Zoning district. The (5) acres in RR-5 are not developed. Reference Survey attached. For summer swimming fun the property has direct access to Foster's Swimming Hole in Notch Brook. This is a popular summer attraction in Stowe.

Listed by George Bambara of Pall Spera Company Realtors-Stowe Village

$
$
%
$/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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476 Salt Ash Road Plymouth VT 05056

Plymouth, VT476 Salt Ash Road

Price$4,850,000

Est. Mortgage: $/month

MLS Number 5047809

  • Residential Single Family
  • Full Bath 6
  • Address 476 Salt Ash Road
  • Construction Existing
  • Bedrooms 5

Serena Lodge was inspired by the legendary William Rockefeller estate in the Adirondacks, known as The Point, and thoughtfully designed to reflect its inviting look and warm, rustic elegance. This 9,000+ square foot residence sits atop a knoll beside a lively creek with small waterfalls, creating a peaceful, natural soundtrack. The Great Room is the centerpiece of the home, with a soaring stone fireplace, floor-to-ceiling windows, two sitting areas, and an open kitchen framed by thick granite counters. Just outside, a terrace with built-in barbecue and stairs leads down to the creekside. The east wing features a serene primary suite with a fireplace, sitting area, and private balcony. The west wing includes four en-suite bedrooms and a family room. A loft above offers space for an office, artist studio, or reading nook. The lower level Adirondack Room (25' x 38') is perfect for games and movies, with flexible sleeping options, plus a bonus room, full bath and a woodshop that doubles as garage space. Fully air-conditioned with high-speed internet and a backup generator, Serena Lodge offers comfort and convenience year-round. Located in the Hawk community and serviced by Hawk Property Management, it is just a short drive to Okemo and Killington. Whether you seek solitude or connection, adventure or rest, this stunning home offers it all.

Listed by Debra Staniscia 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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924 Okemo Ridge Road Ludlow VT 05149

MLS Number 5076511

  • Residential Single Family
  • Full Bath 4
  • Address 924 Okemo Ridge Road
  • Construction Existing
  • Bedrooms 7

Perched in Solitude, one of Okemo’s most sought-after on-mountain neighborhoods, 924 Okemo Ridge Road offers exceptional slope access, sweeping long-range views, and the scale to comfortably bring generations together under one roof. With 7 bedrooms and 6.5 bathrooms, this is a true ski homedesigned for gathering, hosting, and making memories year after year. The home delivers classic ski lodge vibes with expansive living spaces, walls of glass framing the mountain views, and seamless indoor-outdoor flow. Slopeside outdoor living is a standout feature, with a maintenance-free deck system, covered hot tub area, heated stone patio, and an exterior fireplace built for long aprs-ski afternoons. Ski home, light the fire, and settle in. Inside, the kitchen was fully renovated in 2021 and anchors the main living space with new cabinetry, granite countertops, a reconfigured island, a dedicated coffee and bar area, a pizza oven, and thoughtfully integrated appliancesperfect for feeding a crowd. Multiple gathering zones include a theater room, game room, wine room, sauna, and a well-designed boot room that keeps ski days organized. Significant mechanical and system upgrades add peace of mind. Other great upgrades include Tesla charging and whole-home Sonos. The result is a turnkey, well-maintained slopeside retreat that balances comfort, durability, and funwhether it’s a holiday weekend with the whole family or a quiet midweek powder day. Located just steps from some of the best skiing on the mountain at Okemo Mountain Resort, this Solitude home stands apart for its access, views, and ability to live large on the mountain. Visit the Okemo real estate community today. Taxes are based on current town assessment. ROFR

Listed by Katherine Burns 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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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 11:12 AM EDT