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Very Cool Houses

r=385-396
3568 Main Street Manchester VT 05254

MLS Number 5061491

  • Commercial
  • PricePerSqFt 100.4
  • Address 3568 Main Street
  • Year Built 1870
  • Square Feet 14,940

Located in the heart of Manchester Village, this iconic commercial property boasts a rich historical significance. Spanning four floors, it accommodates the potential for ten diverse tenants, creating a vibrant hub of activity. Positioned at the bustling intersection of Main and Union Streets, the property enjoys high foot traffic and visibility. Parking is conveniently available both along the street and on the side. The current tenant roster reflects a varied mix, including financial, retail, design, and a yoga studio, ensuring a dynamic environment within the premises. Benefiting from municipal water and sewer services, the building offers modern amenities amidst its historic charm. Its prime location draws significant foot traffic, driven by the area's historic tourist attractions, the nearby resort hotel, and the renowned Equinox Golf Course.

Listed by Andy Reed of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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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251 Pratt Bridge Road Jamaica VT 05343

MLS Number 5097569

  • Commercial
  • PricePerSqFt 179.34
  • Year Built 2002
  • Square Feet 8,364
  • Acreage 16.05

Cold Moon Farm: Where Dreams Take Root! Ever imagine waking up to mountain vistas & the gentle sound of contented goats? This legendary Vermont property, makes that dream a reality. This once-in-a-lifetime offering is brimming with possibilities, whether you crave a sprawling family haven, a luxurious personal retreat, or a chance to revive the farm's celebrated B&B. Prepare to be Enchanted! An open floor plan unfolds into a breathtaking two-story great room, showcasing panoramic mountain views. Prepare feasts fit for royalty in the commercial-grade kitchen, then unwind in one of 6 spacious bedrooms, each with a private en-suite bath. Rise with the sun on the first-floor primary suite: Cozy up by the fireplace, or step out to the deck & savor the scenery with a steaming cup of coffee. Unwind in the lower-level living room, a haven for gatherings. An exercise room, office, & billiard room cater to every mood, while a walk-out door beckons you farm-side. A two-level barn currently houses a menagerie of friendly goats, sheep, chickens, & ducks! A heated garage provides convenient access, while a workshop & storage area keep things organized. The milking room & stalls below are ready for those who dream of a farm-to-table lifestyle. Plus, a charming 1-bedroom, 1-bath guesthouse offers the perfect space for visiting family, friends or potential rental income. Just 4 mi. from Stratton & close to Bromley, Magic & Snow, Cold Moon Farm puts you at the heart of all that Vermont offers! Listing agent is an owner of this property.

Listed by Tg Glazer of Winhall Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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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0 Stonewall Street Newport City VT 05855

MLS Number 5069863

  • Commercial
  • Address 0 Stonewall Street
  • Acreage 8.85
  • Area VT-Orleans

Now is your chance to secure a fully permitted development project located in the heart of Newport, Vermont. This unique offering includes 19 build-ready lots, complete with water, sewer, power, and fire hydrants already in place allowing you to move forward with construction immediately. State and local permits on file for the development, each lot has been surveyed with pins set, and would fall under the Vermont Home ACT S.100, giving you flexibility to build single-family homes, duplexes, triplexes, quadplexes, or a combination. Whether you're planning a residential neighborhood or a mixed-use community, this project offers the foundation for success. Positioned in a prime location, these lots are just minutes from North Country Hospital, I-91, restaurants, shopping, bike path, and more. Residents will enjoy both convenience and the charm of a growing community. Adding a touch of character, each street in this development is named after U.S. presidents and generals. Don't miss this one-of-a-kind opportunity to shape the future of Newport by bringing much-needed housing and investment to the area. With infrastructure and approvals already in place, the path is clear for your next development venture. *Home Act S.100-Expansion of multi-unit housing: The law essentially bans single-family-only zoning statewide. It requires municipalities to: Allow duplexes wherever single-family homes are permitted and permit up to four-plexes on lots served by municipal water and sewer. Listing agent related to seller.

Listed by MyKayla Tanguay of Jim Campbell Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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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38 Pond Lane Middlebury VT 05753

MLS Number 5077934

  • Commercial
  • Address 38 Pond Lane
  • Acreage 18.5
  • Area VT-Addison

38 Pond Lane, Middlebury, VT - Exceptional Manufacturing Facility on 18 Acres Discover a prime industrial property offering versatility and ample expansion potential. Located in Middlebury, VT, 38 Pond Lane features a well-maintained 51,600 SF manufacturing facility on approximately 18.5 acres of land, with ample room for future development. Property Features: Total Building Size: 51,600 SF Office Space: 6,000 SF, well-maintained, featuring multiple bathrooms, kitchenette, cafeteria, conference room, training room, reception area, and private offices. Manufacturing & Warehouse Space: 39,600 SF, air-conditioned with 14'-16' ceiling heights and tiled floors. Additional Spaces: 6,000 SF basement area, ideal for storage or additional use. Loading Dock: One for convenient shipping and receiving. Building Details: Electrical Service: 800 AMP Heating & Cooling: Two boilers providing forced hot water heat, plus seven 10-ton air handlers for air conditioning. Sprinkler System: Full coverage throughout the building. Paved Parking: 120 parking spaces in good condition. Expansion Potential: The property is situated in the Industrial District, allowing for up to 25% building coverage. With the current building coverage at just 6.6%, there's the opportunity to expand by approximately 144,420 SF. Site Advantages: 18-acre level lot, ideal for future development. Well-maintained infrastructure and exterior. Potential for additional building or warehouse space.

Listed by Duncan Harris of The Kingsland Company

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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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251 Pratt Bridge Road Jamaica VT 05343

Jamaica, VT251 Pratt Bridge Road

Price$1,500,000

Est. Mortgage: $/month

MLS Number 5097566

  • Residential Single Family
  • PricePerSqFt 263.81
  • Full Bath 7
  • Construction Existing
  • Bedrooms 7

Cold Moon Farm: Where Dreams Take Root! Ever imagine waking up to mountain vistas & the gentle sound of contented goats? This legendary Vermont property, makes that dream a reality. This once-in-a-lifetime offering is brimming with possibilities, whether you crave a sprawling family haven, a luxurious personal retreat, or a chance to revive the farm's celebrated B&B. Prepare to be Enchanted! An open floor plan unfolds into a breathtaking two-story great room, showcasing panoramic mountain views. Prepare feasts fit for royalty in the commercial-grade kitchen, then unwind in one of 6 spacious bedrooms, each with a private en-suite bath. Rise with the sun on the first-floor primary suite: Cozy up by the fireplace, or step out to the deck & savor the scenery with a steaming cup of coffee. Unwind in the lower-level living room, a haven for gatherings. An exercise room, office, & billiard room cater to every mood, while a walk-out door beckons you farm-side. A two-level barn currently houses a menagerie of friendly goats, sheep, chickens, & ducks! A heated garage provides convenient access, while a workshop & storage area keep things organized. The milking room & stalls below are ready for those who dream of a farm-to-table lifestyle. Plus, a charming 1-bedroom, 1-bath guesthouse offers the perfect space for visiting family, friends or potential rental income. Just 4 mi. from Stratton & close to Bromley, Magic & Snow, Cold Moon Farm puts you at the heart of all that Vermont offers! Listing agent is an owner of this property.

Listed by Tg Glazer of Winhall Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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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133 Glenbrook Road Stowe VT 05672

Stowe, VT133 Glenbrook Road

Price$1,500,000

Est. Mortgage: $/month

MLS Number 5110835

  • Residential Single Family
  • PricePerSqFt 832.41
  • Full Bath 2
  • Address 133 Glenbrook Road
  • Construction Existing

Stylish Modern Retreat! This architecturally designed home seamlessly blends sleek modern lines, soaring 10' ceilings, and expansive walls of windows that flood the living spaces with natural light. Renovated and updated throughout, the home welcomes you with an extraordinary entryway highlighted by a glass ceiling, radiant-heated bluestone flooring, ample closet storage, and a stylish ¾ bath tiled in the signature fieldstone found around the outdoor pool area. The heart of the home features an open-concept layout designed for easy living and fluid entertaining. The gourmet kitchen comes equipped with granite countertops, open cabinetry, and a spacious walk-in pantry. Bright windows surround the effortlessly connected living and dining areas, while an expansive sunroom, currently tailored for recreation and leisure, offers a sun-filled space to relax and unwind. Taking up the entire second floor, the luxurious primary bedroom suite serves as a peaceful sanctuary. It features a cozy wood-burning fireplace, a walk-in closet complete with custom built-in storage, and a spa-inspired ensuite bathroom equipped with dual vessel sinks, a walk-in shower, a relaxing soaking tub, and a private sauna. The lower level offers excellent privacy and brightness, housing three additional bedrooms with dramatic floor-to-ceiling windows alongside a full bathroom. Extend your summer days with an exceptional outdoor entertainment setup centered around a heated in-ground pool featuring an electric heat pump, salt generator, and convenient electric cover. A pool house and outdoor shower offer ideal convenience for summer comfort, while a generous wrap-around deck provides ample space designed for alfresco dining, relaxing, or escaping the afternoon heat. Framed by a breathtaking surrounding landscape and picturesque winter views of Mt. Mansfield, this is one of a kind!

Listed by Craig Santenello of Vermont Life Realtors

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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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180 High Meadow Road Winhall VT 05340

Winhall, VT180 High Meadow Road

Price$1,500,000

Est. Mortgage: $/month

MLS Number 5111779

  • Residential Single Family
  • PricePerSqFt 411.97
  • Full Bath 4
  • Address 180 High Meadow Road
  • Construction Existing

First Chair Lair: a proven, turnkey Stratton rental on High Meadow, on the complimentary winter-weekend Stratton shuttle route and about 5 minutes to the base. Two-story great room with brick wood-burning fireplace and cathedral pine ceilings, renovated 2024-25 kitchen and baths, dining for 12, private hot-tub deck, and a lower-level game room (pool table, arcade, darts, foosball). Five bedrooms including a king suite with soaking tub, a fireplace queen, and a bunk room; 4 full baths; 2-car garage; town water and sewer. INCOME: $158,731 gross in 2025; $147,057 trailing 12 months; about $115,000 in confirmed future bookings on the books (11 stays, including long winter stays). Currently marketed for 8 guests; capacity can increase to 12 with a fire-alarm system upgrade (quote on file). Sold fully furnished with bookings, website presence and optional continued professional management by 42 North. PORTFOLIO FOR SALE: This property is one of five 42 North properties in Winhall offered individually or together (four turnkey short-term rentals + the Indian Paint Brush building lot; ~$560K combined trailing-12-month gross rental revenue). Ask about package pricing. Listing broker is a principal and beneficial owner of the selling entity. Potential tax advantages for STR buyers (non-passive treatment, cost segregation, bonus depreciation) - consult your tax advisor. Revenue figures are gross rental revenue excluding taxes, before expenses; unaudited; past results do not guarantee future results.

Listed by David Powers of 42 North LP

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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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400 Spring Brook Road Arlington VT 05250

Arlington, VT400 Spring Brook Road

Price$1,500,000

Est. Mortgage: $/month

MLS Number 5098420

  • Residential Single Family
  • PricePerSqFt 391.85
  • Full Bath 3
  • Construction Existing
  • Bedrooms 4

Tucked at the end of a private, town-maintained road at the base of Red Mountain, this exceptional property offers privacy and flexibility: two fully independent residences, beautiful grounds and a peaceful setting just minutes from the heart of Arlington and an easy drive to Manchester. Surrounded by gardens, orchards, terraces, and forest, this is a true Vermont retreat. The 2,676-square-foot main residence is warm, light-filled, and thoughtfully designed. River-reclaimed heart pine floors, new Andersen windows, a wood-burning fireplace, and screened porches add character throughout. The main level offers a living room, kitchen and dining area, laundry and walk-in pantry, powder room, library/office, and primary suite with French doors to the rear patio. Upstairs are two bedrooms plus a flexible fourth room ideal for an office or nursery. A walk-in attic offers additional potential. Just steps away, the 1,152-square-foot guest house is a substantial second residence with a dramatic great room, cast-iron wood stove, charming kitchen, bedroom, full bath, laundry, and loft. Ideal for extended family, guests, caretaker, home office, or potential rental income. Both have a dry basement for storage and attached two-car garages. Mechanical systems are impeccably maintained, including hot air heat, central air, and whole-house generators. Outside, approximately five cleared acres feature orchards, gardens, lush landscaping, a deck, stone terraces, and an architecturally designed fire pit. Beyond the homes, the property extends across approximately 125 acres with trails, a private stream, and Battenkill River frontage. 121 acres are enrolled in Vermont's Current Use program, providing meaningful tax savings. A natural spring serving as one of the town's water sources also provides water to the property at no cost. Private, versatile, and remarkably well cared for, this is a rare opportunity to own two complete residences in an extraordinary Southern Vermont setting.

Listed by Emily Heyer and Jenifer Hoffman of Hoffman Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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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1784 Nelson Hill Road Derby VT 05829

Derby, VT1784 Nelson Hill Road

Price$1,499,999

Est. Mortgage: $/month

MLS Number 5101089

  • Residential Single Family
  • PricePerSqFt 290.02
  • Full Bath 4
  • Construction Existing
  • Bedrooms 5

Set high above the surrounding countryside with sweeping views toward Salem Lake and the mountains beyond, this extraordinary 85.7 acre estate offers a rare combination of luxury, privacy, open land, and future possibilities. Thoughtfully positioned to capture the spectacular setting, the custom-built residence was designed for elegant entertaining and comfortable everyday living. Soaring ceilings, dramatic open spaces, a stunning stone fireplace, and walls of windows showcase the surrounding landscape from nearly every room. At the heart of the home, the chef's kitchen features premium appliances, custom cabinetry, generous workspace, and an effortless connection to the dining and living areas. The primary suite is a peaceful retreat with a private deck, spa-inspired bath, and panoramic views. Spacious guest bedrooms and thoughtfully designed living spaces continue throughout the upper level. Expansive decks overlook rolling fields and distant mountains, offering the perfect place to enjoy Vermont's changing seasons. Additional features include a heated attached garage, substantial unfinished bonus space above the garage, and a radiant-heated walkout lower level with multiple exterior access points. These areas offer outstanding potential for future living space, recreation, a studio, or multigenerational use. Generator wiring and a whole-house fan add everyday convenience. Beyond the 14.8-acre homesite, an additional 70.9 acres are included and have already been subdivided into four separate parcels. This creates exceptional flexibility for a future family compound, guest residences subject to applicable permits and approvals, agricultural use, long-term investment, or preservation of the property's privacy and pastoral surroundings. The open fields have been carefully maintained and hayed for decades. Whether envisioned as a luxury primary residence, Vermont retreat, or legacy estate, this is a remarkable opportunity to own an irreplaceable piece of the NEK.

Listed by Erika Pierce of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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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234 East Road Milton VT 05468

Milton, VT234 East Road, Unit 1

Price$1,499,900

Est. Mortgage: $/month

MLS Number 5082662

  • Residential Single Family
  • PricePerSqFt 390.6
  • Full Bath 3
  • Address 234 East Road
  • Construction Existing

Introducing *The Greystone Estate*-a truly one-of-a-kind Vermont property where historic character, modern luxury, and remarkable income-producing success come together. Set on 10 breathtaking acres, this fully restored 200-year-old farmhouse has established itself as a highly successful short-term rental, with both the main residence and detached “Buck Lodge” generating impressive rental income and creating an exceptional opportunity for buyers seeking a luxury retreat with proven revenue potential. Meticulously renovated during a 2-year restoration, the home beautifully preserves its historic soul while delivering today's comforts. Hand-hewn beams, wide-plank floors, and timeless architectural details blend seamlessly with high-end finishes and modern systems. Three stunning primary suites-including one on the main level-complement a gourmet kitchen, inviting gathering spaces, and beautifully appointed interiors that feel both sophisticated and unmistakably Vermont. Outside, rolling meadows, mature trees, a peaceful babbling brook, and exceptional privacy create the quintessential Vermont setting. The detached Buck Lodge provides additional guest accommodations and, importantly, another valuable income stream-allowing the property to accommodate multiple rental opportunities while maintaining privacy and flexibility. A curated collection of rare antiques, artwork, and select pieces accumulated over generations will also convey, further enhancing the estate's extraordinary character. Whether envisioned as a primary residence, private Vermont retreat, investment property, or combination of all three, The Greystone Estate offers something exceptionally rare: a historically significant luxury estate with a proven record of remarkable income production. An adjoining 10-acre parcel is also available, offering the opportunity to create a spectacular 20-acre legacy estate. This is more than a home-it's a lifestyle, an investment, and a legacy.

Listed by Blake Gintof of Signature Properties of Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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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Spar Hawk Road Wheelock VT 05851

Wheelock, VTSpar Hawk Road

Price$1,499,000

Est. Mortgage: $/month

MLS Number 5075986

  • Land
  • PricePerSqFt 1764.46
  • Address Spar Hawk Road
  • Acreage 849.55
  • Area VT-Caledonia

Wonderful opportunity to own a large parcel of Vermont land conveniently located off Route 16 in Greensboro and Wheelock. The property offers road frontage on both Route 16 and Sparrow Hawk Road and is crossed by a snowmobile (VAST) trail, making it ideal for outdoor enthusiasts. The land is protected by a conservation easement and is enrolled in Vermont's Current Use program, helping to keep property taxes low. Two separate 2-acre parcels have been excluded from the easement. One sits along Sparrow Hawk Road in an open area where a former homesite once existed, offering potential for future use. The second excluded parcel is located further down the road and abuts an older neighboring camp. An additional benefit is an approved exemption allowing for the construction of up to three small seasonal camps on the property. A current forestry management plan is in place and provides valuable insight into the timber composition and long-term stewardship of the land. A rare opportunity for recreation, conservation, and limited development in a peaceful Northeast Kingdom setting.

Listed by Constance Isabelle of Century 21 Farm & Forest

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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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2427 Monument Hill Road Hubbardton VT 05735

Hubbardton, VT2427 Monument Hill Road

Price$1,499,000

Est. Mortgage: $/month

MLS Number 5049627

  • Residential Single Family
  • PricePerSqFt 324.32
  • Full Bath 2
  • Construction Existing
  • Bedrooms 5

Discover your Vermont sanctuary just 2 miles from stunning Lake Bomoseen and a short drive to the scenic Half Moon State Park! This exceptional home offers a perfect blend of natural beauty and luxurious comfort nestled within over 80 acres of lush land. Imagine waking up to breathtaking water features - a deep spring-fed pond, a majestic fifty-foot waterfall, and a tranquil year-round brook gently flowing behind the house - that create a peaceful, inspiring setting every day. This unique property boasts three distinct living areas, centered around a serene interior stone garden that invites relaxation and connection. The main house, an inviting guest wing, and a spa/living area with a swim-current pool, plunge pool, entertainment zone, cozy caf, and exercise area give everyone space to enjoy. Throughout, you'll find exceptional finishes and thoughtful upgrades, including a modernized primary kitchen, solar energy system, and mini-splits for ultimate comfort. With up to five bedrooms and separate spaces for privacy, this home is designed for creating lifelong memories in harmony with nature. The property’s expansive land offers endless outdoor adventures and privacy in a beautiful Vermont setting. Don’t miss this once-in-a-lifetime opportunity! Schedule your showing today and experience firsthand this one-of-a-kind Vermont retreat - your dream home awaits!

Listed by Michael Johnston of Coldwell Banker Hickok and Boardman

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 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 October 7, 2026 4:54 PM UTC