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Very Cool Houses

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543 Lower Hollow Road Dorset VT 05251

Dorset, VT543 Lower Hollow Road

Price$2,285,000

Est. Mortgage: $/month

MLS Number 5089892

  • Residential Single Family
  • PricePerSqFt 491.72
  • Full Bath 4
  • Construction Existing
  • Bedrooms 5

A Serene Dorset Hollow Retreat Along the Mettowee River Tucked into the storied Dorset Hollow, this 4.6-acre retreat enjoys 488 feet of Mettowee River frontage, offering a rare blend of tranquility, comfort, and timeless Vermont charm. Expansive mountain views and the soothing sounds of the river surround you-fall asleep each night to its calming presence. Multiple outdoor spaces include a covered front porch, kitchen-side veranda, and a bluestone terrace that seamlessly connects to the open-concept living areas. The home is perfectly positioned for southern light and sweeping views, blending rustic elegance with modern sophistication. Inside, a dramatic two-story foyer and stone fireplace anchor the beautifully maintained residence. Large sliders flood the home with light, creating harmony between indoor and outdoor living. A granite chef's kitchen, dining room, and living room offer stylish functionality. The main-level primary suite features a spa-like bath and walk-in closet. A study and three ensuite bedrooms complete the living spaces. Enjoy the peaceful yard, fish from your private stream frontage, and take in the vibrant foliage or snowy fields. Thoughtful extras include a hot tub, finished bonus room above the garage, and an unfinished basement for future expansion. Just minutes from Dorset Village, this exceptional property offers peace, privacy, and a deep connection to the natural beauty of Southern Vermont.

Listed by Britt Wohler of WOHLER REALTY GROUP, Kim Morgan-Wohler of Wohler Realty Group

$
$
%
$/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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288 Cedar Lane Peru VT 05152

Peru, VT288 Cedar Lane

Price$2,275,000

Est. Mortgage: $/month

MLS Number 5061819

  • Residential Single Family
  • PricePerSqFt 412.74
  • Full Bath 6
  • Address 288 Cedar Lane
  • Construction Existing

Imagine your own private Vermont resort getaway just a short drive from Bromley Mountain! Nestled on 12 peaceful acres, this property offers the perfect blend of relaxation, recreation, and convenience. Spend summer days swimming or paddling on your private pond, relaxing on the sandy beach, soaking in the hot tub, or unwinding in the sauna after a workout in your home gym. Evenings can be enjoyed fireside under the stars. The main residence boasts a flowing floor plan designed for entertaining, with large windows filling the home with natural light and framing water views from nearly every room. A brand-new septic system, built for seven bedrooms, ensures comfort and space for all. The oversized two-car garage provides ample storage for all your outdoor gear. Set apart among the trees, the guest cottage offers its own sense of retreat with vaulted ceilings, an open living space, two en-suite bedrooms, and an additional two-car garage. A short walking path leads directly to the water's edge. Located less than a mile from Peru's charming Hapgood Store and just 2 miles from Bromley Mountain, this property truly offers four-season enjoyment in the heart of Vermont. The current owner benefits from strong rental income when the properties are not being used for personal enjoyment

Listed by Jessica Citera of Cummings & Co

$
$
%
$/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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111 High Birches Road Waterbury VT 05676

Waterbury, VT111 High Birches Road

Price$2,250,000

Est. Mortgage: $/month

MLS Number 5067161

  • Residential Single Family
  • PricePerSqFt 527.67
  • Full Bath 3
  • Construction Existing
  • Bedrooms 4

This architecturally designed contemporary farmhouse sits on 13.4± acres and combines beautiful craftsmanship with attention to detail, including beautiful views from every window. Situated convenient to Burlington, Stowe and The Mad River Valley, and minutes from Waterbury Village (which in 2024 was featured by The Boston Globe as “the best little foodie town in New England”), this home is located on a secluded private road with mountain views, and a serene environment. The first floor has an elegant entry foyer, living room, dining room, primary bedroom suite, office/bedroom, mudroom replete with a dog shower, powder room and gourmet kitchen with Sub Zero, Wolf and Cove appliances, custom made cherry cabinets, Vermont Verde marble countertops and a separate breakfast nook and den. The second floor includes three bedrooms, two full baths, and spectacular views of both the Mansfield and Worcester mountain ranges. The finished basement has a custom-built office, full bathroom, and a workout room. Both the basement and first floors have radiant heated floors. Outdoor features include extensive landscaping with perennial gardens, stone patios, a hot tub, firepit, swimming pond and a post and beam constructed, standalone tree/playhouse. Energy and heating features include solar panels and heat pumps that provide warmth in the winter and air conditioning during the summer months. This home has it all.

Listed by Pall Spera of Pall Spera Company Realtors-Stowe (Phone: 561-762-8188), Susan ORourke of Pall Spera Company Realtors-Stowe Village

$
$
%
$/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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824 North Shore Road Greensboro VT 05841

Greensboro, VT824 North Shore Road

Price$2,250,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5095843

  • Residential Single Family
  • PricePerSqFt 1146.79
  • Full Bath 1
  • Address 824 North Shore Road
  • Construction Existing

220 feet of private shoreline and an expansive lakeside lawn on 3.24 acres set the stage for this special Caspian Lake property. The three-bedroom, four-season home is filled with natural light, with rooms positioned to take in the water and the surrounding landscape. Whether hosting family and friends, spending long summer days and evenings on the lake, or simply enjoying the quiet beauty of each season, the property offers a setting that is increasingly rare. Inside the home, a simple and thoughtful floor plan is oriented to the lake. A first-floor bedroom and full bath offer the ease of single-level living, while two additional bedrooms and a three-quarter bath upstairs provide comfortable accommodations for larger families and guests. An attached two-car garage adds practical storage. A covered porch capturing sweeping views invites unhurried days spent in the company of the lake. The lawn opens to a sand beach at the water's edge, where a private dock provides easy access for swimming, kayaking, and paddling. A small boathouse keeps kayaks, canoes, paddle boards, and other gear close at hand. Greensboro's ideal location provides activities for year-round enthusiasts. In addition to water sports on Caspian, golf, tennis and pickleball are available at Mountain View Country Club, and hiking, mountain biking, and running are minutes away at the Craftsbury Outdoor Center and nearby mountain ranges. When winter arrives, an extensive network of more than 105 kilometers of groomed Nordic trails offers a way to enjoy the landscape no matter the season, and downhill skiers are centrally positioned between Stowe, Burke and Jay Peak mountains. This is a place to create lasting memories on one of Vermont's most treasured lakes.

Listed by Meg Kauffman of LandVest,Inc.

$
$
%
$/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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117 Highbridge Road Fairfax VT 05454

Fairfax, VT117 Highbridge Road

Price$2,250,000

Est. Mortgage: $/month

MLS Number 5106601

  • Residential Single Family
  • PricePerSqFt 244.57
  • Full Bath 3
  • Address 117 Highbridge Road
  • Construction Existing

The Inn at Grace Farm is a distinctive Vermont estate with three thoughtfully designed buildings: a 5-bedroom Inn with connected Stone House and a separate octagonal timber-frame barn. Together, they create an exceptional private family compound, multigenerational retreat, luxury second home or continued hospitality/event property. The Inn offers five ensuite bedrooms, half bath, kitchen, great room, dining and living spaces. Connected by a breezeway, the Stone House adds three bedrooms, office, two shared baths, large kitchen, dining and living areas. The buildings can function together or independently, offering exceptional flexibility for family, guests and private living. A 3,300 SF walk-out lower level with multiple access points provides substantial storage, utility and flexible space. Built to rigorous standards, the structures feature traditional wood-pegged mortise-and-tenon joinery, highly efficient stress-skin insulation, standing seam roofing, advanced mechanical systems and integrated fire protection. Constructed in 2014 from locally harvested timber, the separate octagonal barn features a dramatic central timber post, expansive gathering space, radiant-floor heat, gas fireplace, catering kitchen, commercial event infrastructure and two restrooms. Its scale and character make it equally suited to private entertaining, family gatherings, celebrations or events. Set amid conserved pastureland with uninterrupted panoramic Green Mountain views, the grounds offer multiple outdoor gathering areas and room for additional amenities. About 25 minutes from Burlington International Airport, with convenient access to Lake Champlain, ski resorts and year-round recreation, Grace Farm is a rare combination of craftsmanship, privacy, guest accommodations and modern infrastructure. Existing wedding commitments are in place and will be honored under their existing agreements. Also listed in MLS#5106600. Website: innatgracefarm.com

Listed by Carrie Paquette of BHHS Vermont Realty Group/S Burlington

$
$
%
$/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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117 Highbridge Road Fairfax VT 05454

MLS Number 5106600

  • Commercial
  • PricePerSqFt 244.57
  • Address 117 Highbridge Road
  • Year Built 2008
  • Square Feet 9,200

The Inn at Grace Farm is a distinctive Vermont estate with three thoughtfully designed buildings: a 5-bedroom Inn with connected Stone House and a separate octagonal timber-frame barn. Together, they create an exceptional private family compound, multigenerational retreat, luxury second home or continued hospitality/event property. The Inn offers five ensuite bedrooms, half bath, kitchen, great room, dining and living spaces. Connected by a breezeway, the Stone House adds three bedrooms, office, two shared baths, large kitchen, dining and living areas. The buildings can function together or independently, offering exceptional flexibility for family, guests and private living. A 3,300 SF walk-out lower level with multiple access points provides substantial storage, utility and flexible space. Built to rigorous standards, the structures feature traditional wood-pegged mortise-and-tenon joinery, highly efficient stress-skin insulation, standing seam roofing, advanced mechanical systems and integrated fire protection. Constructed in 2014 from locally harvested timber, the separate octagonal barn features a dramatic central timber post, expansive gathering space, radiant-floor heat, gas fireplace, catering kitchen, commercial event infrastructure and two restrooms. Its scale and character make it equally suited to private entertaining, family gatherings, celebrations or events. Set amid conserved pastureland with uninterrupted panoramic Green Mountain views, the grounds offer multiple outdoor gathering areas and room for additional amenities. About 25 minutes from Burlington International Airport, with convenient access to Lake Champlain, ski resorts and year-round recreation, Grace Farm is a rare combination of craftsmanship, privacy, guest accommodations and modern infrastructure. Existing wedding commitments are in place and will be honored under their existing agreements. Events booked into 2027 will be honored. Also in MLS#5106601. Website: innatgracefarm.com

Listed by Carrie Paquette of BHHS Vermont Realty Group/S Burlington

$
$
%
$/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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

254 Town Line Road Plymouth VT 05056

Plymouth, VT254 Town Line Road

Price$2,250,000

Est. Mortgage: $/month

MLS Number 5095474

  • Residential Single Family
  • PricePerSqFt 585.02
  • Full Bath 1
  • Address 254 Town Line Road
  • Construction Existing

Town Line Estate is a once-in-a-generation offering. This extraordinary 22-acre private estate is a testament to master builder craftsmanship and refined living. From the moment you arrive, every detail speaks to an uncompromising standard, classic beams, rich cherry cabinetry, and two Rumford fireplaces create warmth and character throughout. The heart of the home is a restaurant-quality kitchen designed for serious entertaining, flowing seamlessly to a spacious back deck and elegant stone patio. Soak in natural light year-round in the stunning solarium, or retreat to the dramatic tower atrium, an architectural showpiece unlike anything in the market. The estate's grounds are simply breathtaking: manicured gardens of rare beauty, a serene glacial pool, and outdoor spaces that invite both grand gatherings and quiet reflection. Two distinguished carriage houses complete this remarkable compound, one housing an impressive classic car collection and memorabilia, offering the discerning collector a showcase space worthy of the collection itself. Thoughtfully designed for the way you live, the home also features a dedicated exercise room, an expansive private office, a charming potting room for the avid gardener, 4 baths, and heated garages. Whether you seek a private sanctuary, a generational family estate, or an entertainer's dream, this property delivers on every level. Visit the Okemo real estate community today. Taxes are based on the current town assessment.

Listed by Kevin Barnes of William Raveis Real Estate Vermont Properties

$
$
%
$/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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195 Main Street Montgomery VT 05471
Active With Contract

MLS Number 5053189

  • Commercial
  • PricePerSqFt 346.31
  • Address 195 Main Street
  • Year Built 1880
  • Square Feet 6,497

Own a premier piece of real estate and thriving inn, spa and wedding venue in downtown Montgomery Center, just minutes from the crown jewel of skiing in the Northeast Kingdom of Vermont at Jay Peak. The 11-room inn and accessory buildings with suites boast modern and spacious accommodations, alongside a charming garden with a beautiful arbor for unforgettable Vermont weddings. The property features a dedicated event barn for receptions, a fully equipped catering kitchen building, and a relaxing spa - along with ample parking for guests. The future owner(s) will enjoy private quarters with two-bedrooms within the main inn, offering the convenience of living just above the heart of the business. Significant capital improvements to the property's systems and structure ensure a seamless, turnkey transition for the next proprietor. With multiple revenue streams and limitless potential-expand the spa, host additional events and weddings, or even launch a restaurant on-site-this property is primed for growth and profitability. Hospitality opportunities like this are rare in Vermont ski towns: Schedule your private tour today and see how you can make this thriving Vermont destination your own.

Listed by Erin McCormick of KW 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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165 High Meadow Road Winhall VT 05340

Winhall, VT165 High Meadow Road

Price$2,250,000

Est. Mortgage: $/month

MLS Number 5111781

  • Residential Single Family
  • PricePerSqFt 1066.35
  • Full Bath 4
  • Address 165 High Meadow Road
  • Construction Existing

Wandering Moose: a rare heated-pool ski house on High Meadow, on the Stratton winter shuttle route. Rebuilt top to bottom in 2024 with a designer interior, then finished with a heated in-ground pool (2025), hot tub, barrel sauna, Level 2 EV charger and rooftop solar. Open great room with stone wood-burning fireplace and indoor swing, open kitchen and dining, walkout lower level with wet bar and arcade, 4 bedrooms and 4.5 baths. One of the only private heated-pool rentals near Stratton, and it earns like it: $155,716 gross in 2025 and $216,999 trailing 12 months; about $102,000 in confirmed future bookings on the books (9 stays). GOLF-COURSE ESTATE OPPORTUNITY: the seller also owns the adjoining Indian Paint Brush building lots (Lots E-13R & E-14R, 2.48± ac), which abut the Stratton golf course and are listed separately at $500,000. Buy both: live in or rent the Moose while you build your estate next door. Featured on the Destination Channel's Staycation TV program. 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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226 Hoey Road Cavendish VT 05142

Cavendish, VT226 Hoey Road

Price$2,250,000

Est. Mortgage: $/month

MLS Number 5108457

  • Residential Single Family
  • PricePerSqFt 582.9
  • Full Bath 1
  • Address 226 Hoey Road
  • Construction Existing

Historic Rowen Farm is an extraordinary Vermont country property, where the character of a circa-1812 Federal farmhouse has been preserved with exceptional care and paired with refined modern comfort on 77.68 private acres of reclaimed meadow, woodland and mountain views. Original wide-plank floors, exposed beams, doors, period details and four wood-burning fireplaces speak to the home's history, while the updated kitchen, baths and lighting by Teaselwood Designs provide a refined modern counterpoint. Inside, the home unfolds with an easy, welcoming flow. The renovated kitchen opens to breakfast, dining and living spaces, with abundant windows framing the landscape. Porches and decks overlook meadows and ridgeline views. Mudroom, ski/gear room, laundry and outdoor shower support four-season living. The four-bedroom, five-bath layout is equally suited to quiet weekends or a full house. A first-floor ensuite guest room offers privacy, while a library/office leads to a separate wing with bonus room, 3/4 bath and exterior entrance, creating exceptional flexibility and potential for a private first-floor suite. Outside, the land is as compelling as the house. Reclaimed meadows, restored stone walls, woodland trails, brooks and exposed rock ledge create a private setting for hiking, biking and quiet enjoyment. The meadows are maintained by a farmer, preserving the pastoral setting with ease. A barn/garage with loft and lean-to adds character and storage. A comprehensive 2003 restoration by skilled craftsmen included major system upgrades and a full basement excavated beneath the original house. The town road was relocated to create greater setback and privacy. A four-bedroom wastewater system was permitted in 2022 and a new shingle roof completed in 2026. High-speed fiber internet keeps you fully connected. Offered largely furnished with limited personal exclusions. Just 8 miles from Okemo, with convenient access to Woodstock, Killington and the Upper Valley.

Listed by Kim Prins 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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1555 Spear Street Charlotte VT 05445

Charlotte, VT1555 Spear Street

Price$2,200,000

Est. Mortgage: $/month

MLS Number 5084748

  • Land
  • PricePerSqFt 16808.01
  • Address 1555 Spear Street
  • Acreage 130.89
  • Area VT-Chittenden

Discover a rare and remarkable opportunity to own 130 acres in the charming town of Charlotte, Vermont, just minutes from the shores of Lake Champlain and only 20 minutes to Burlington. This extraordinary property offers a stunning blend of rolling meadows, mature woodlands, and a peaceful pine forest, all framed by sweeping 180-degree views of the Green Mountains-an ever-changing backdrop for your future home. Set across diverse and picturesque terrain, the land invites endless possibilities. Open meadows provide the perfect setting for pastures, farming, or simply enjoying the wide-open space, while wooded areas offer privacy, scenic trails, and a protected wildlife corridor. A gentle water feature flows north to south through the heart of the property, adding both natural beauty and functionality-ideal for gardens or supporting animals. The driveway is already cleared to a thoughtfully positioned build site, designed to capture mountain views. The Champlain Valley is poised to become a federally recognized wine region! Grow your own vines or partner with a local vineyard to cultivate them for you, and be part of Vermont's exciting and emerging wine scene. The land is also well-suited for raising your own organic beef, turkeys, and more, with rich soils and ample space to support a sustainable lifestyle. Local farmers are often eager to lease land, offering the opportunity to contribute to Vermont's thriving farm-to-table movement-whether by growing your own food or inviting the next generation of farmers to cultivate unique crops. Located in a vibrant lakeside community, Charlotte offers access to a town beach, marina, hiking at Mt. Philo, and an abundance of conserved lands for residents to enjoy. This is more than just land-it's a chance to create a legacy property that blends natural beauty, agricultural potential, and modern convenience in one of Vermont's most desirable settings.

Listed by Kathleen OBrien and Patrick O'Connell 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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918 Armstrong Road Newport Town VT 05857

Newport Town, VT918 Armstrong Road

Price$2,200,000

Est. Mortgage: $/month

MLS Number 5099132

  • Residential Single Family
  • PricePerSqFt 603.9
  • Full Bath 3
  • Address 918 Armstrong Road
  • Construction Existing

A rare opportunity to own one of Northern Vermont's premier agricultural properties. This exceptional 427± acre certified organic farm combines a fully operational dairy, diversified agricultural business, and an outstanding custom home with breathtaking views. The dairy operation includes a barn with capacity for approximately 130 head, a fully equipped milk house with bulk tank, pumps, and milking infrastructure, plus radiant floor heat in the milk house bathroom. Four greenhouses, a retail storefront for flowers and vegetables, additional storage buildings, and a heated, insulated 10' x 20' building with outdoor seating create outstanding opportunities for direct-to-consumer sales and agritourism. A separate insulated garage features radiant floor heat, an automotive lift, and workshop. Built in 2008, the quality-crafted home offers over 3,600 sq. ft. of living space with radiant floor heat throughout, cathedral ceilings, a stunning fieldstone fireplace built from stones found on the property, two kitchens with walk-in pantries, a private in-law suite, and an attached two-car garage. The land features productive certified organic hay fields, gravel and sand pits, and an untouched sugarbush with an estimated 5,000-15,000 taps accessed by its own private road separate from the main farm entrance. Enjoy spectacular 180-degree panoramic views of Vermont's Green Mountains, the Canadian mountain ranges, and Jay Peak Ski Resort. Whether you're expanding an agricultural operation, pursuing a diversified farming business, or searching for a legacy estate, this extraordinary property offers unmatched versatility, productivity, and natural beauty in the heart of Vermont's Northeast Kingdom.

Listed by Jeff Como of Rise 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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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 6:23 AM UTC