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Very Cool Houses

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145 The Plateau Windsor VT 05089

Windsor, VT145 The Plateau

Price$1,399,000

Est. Mortgage: $/month

MLS Number 5095057

  • Residential Single Family
  • Address 145 The Plateau
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4

"The Plateau", originally part of the Kennedy Biscuit Co. (Nabisco) family estate, is nestled on a plateau at the end of a private road which greets you with open fields, mature trees, beautiful gardens, and a protected front-and-center view of Mt. Ascutney to the West and the Connecticut River to the East. This private peaceful setting includes an inground pool for those hot summer days, and two porches: one open air and one screened-in, with views into the New Hampshire hillsides. Inside, the house is open and bright with a wonderful flow throughout. The large living room features a wood-burning fireplace and plenty of windows streaming in lots of natural light. The formal dining room, with built-in cabinets and a second wood burning fireplace, connects to the kitchen which is open to the family room. A beautiful spindle staircase with oversized steps leads you upstairs to the four bedrooms, including the primary with an ensuite bath and an attached office. The main guest/children's bedroom features a magnificent turret style sunroom taking in views of the Connecticut River, and a second set of stairs leads back down to the mudroom. The full basement offers plenty of storage and all the utilities. The large 2 story garage offers room for 4 vehicles and plenty of storage on the 2nd floor. This unique property presents a rare opportunity to own a special homestead in the Windsor area, just minutes from downtown shopping and restaurants.

Listed by Dan Noble of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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1859 Herrick Brook Road Pawlet VT 05761

Pawlet, VT1859 Herrick Brook Road

Price$1,399,000

Est. Mortgage: $/month

MLS Number 5103511

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

Exceptional Vermont country property ideally situated within a serene pastoral setting with wonderful views, yet just minutes from the Dorset Village Green. Set on 16 picturesque acres, this remarkable offering features a spacious 4-bedroom main residence, a newly renovated 1-bedroom guest house, an in-law studio with a full bath, a classic barn, and a machine shed. Rich in Vermont charm, the main residence showcases two fireplaces, exposed beams, beautiful wood flooring, and abundant natural light. The farmhouse-inspired chef's kitchen is thoughtfully appointed with a premium Bertazzoni gas range, top-of-the-line appliances, generous storage, and oversized windows overlooking the front lawn and surrounding pasture. The inviting lodge room is perfect for gathering around the fireplace, while the spacious formal dining room creates an elegant setting for entertaining family and friends. The main floor primary suite wing serves as a peaceful retreat, featuring an adjoining office, extensive storage, and an oversized spa-inspired bathroom with a soaking tub and walk-in shower. Large windows fill the space with natural light, enhancing its tranquil atmosphere. Upstairs, three generously sized bedrooms provide comfortable accommodation for family and guests, complimented by a full bath. The stone patio and spacious covered porch are ideal for al fresco dining while enjoying sunset views. Outside, mature gardens, beautifully landscaped grounds, rolling pastures, and classic farm buildings create the quintessential Vermont country lifestyle. Ideally located just minutes to the New York border and approximately 30 minutes to Saratoga Springs, this exceptional property offers the perfect balance of peaceful Vermont living and convenient access. Whether enjoyed as a private retreat, multigenerational residence, or equestrian property, this exceptional offering combines timeless character, versatility, and natural beauty in one of Southern Vermont's most desirable locations.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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39 Wallis View Lane Ludlow VT 05149

Ludlow, VT39 Wallis View Lane

Price$1,395,000

Est. Mortgage: $/month

MLS Number 5081043

  • Residential Single Family
  • Full Bath 2
  • Village Ludlow
  • Address 39 Wallis View Lane
  • Construction Existing

Set in the highly desirable South Hill Estates, this exceptional property pairs privacy with an unbeatable location just minutes from Okemo Mountain. Surrounded by nearly five acres, the home enjoys sweeping mountain views and a beautifully open landscape that invites year-round enjoyment. The yard is a true highlight-offering plenty of space to relax, entertain, and play. A picturesque pond becomes the centerpiece in every season, perfect for summer afternoons by the water or winter skating and hockey under the open sky. As the day winds down, take in stunning sunsets over the pond with Okemo Mountain as your backdrop-an everyday experience that never gets old. A large deck overlooks the scenery, while a patio with a hot tub creates the perfect spot to unwind after a day on the slopes or trails. With access to nearby snowmobile trails and only a short drive to the mountain, this setting is ideal for outdoor enthusiasts. Inside, the fully furnished home features over 4,000 square feet of thoughtfully designed living space. The main level showcases rich cherry hardwood floors, a well-appointed kitchen with premium stainless steel appliances, granite countertops, and custom cabinetry, along with inviting spaces for gathering and entertaining. Upstairs, the generous primary suite and additional bedrooms provide comfort and flexibility, while the lower level offers a dedicated home theater for relaxing after a day outside. An oversized attached garage provides ample room for vehicles, gear, and recreational toys, adding more convenience to this four-season retreat. The large Amish shed provides even more storage. This location and setting can't be beat. Don't miss out!

Listed by Debra Staniscia of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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58 Knoll Drive Killington VT 05751

Killington, VT58 Knoll Drive

Price$1,395,000

Est. Mortgage: $/month

MLS Number 5101552

  • Residential Single Family
  • Full Bath 2
  • Address 58 Knoll Drive
  • Construction Existing
  • Bedrooms 3

Stellar Killington location just a minute away from Green Mountain National Golf Course, Kent Pond, and a few miles away from the Killington Access Road. This immaculate 3 bedroom, 3 1/2 bath gem on 2.6 acres has a gorgeous open concept floor plan with hardwood floors, cathedral ceilings, and loads of glass to enjoy nature. It's ideal for entertaining family and friends. The main level of the home boasts a beautifully renovated kitchen, wonderful dining area, half bath, spacious screened porch, and an impressive living room with a wood burning fireplace and handsome hearth. The primary bedroom suite is also located on the main level. There is a deck that can be accessed from the primary suite and the living area. Travel upstairs to lovely guest rooms with a shared full bathroom. The lower level is a great recreation space with walkout access to the backyard, sleeping area, full bath, and plenty of storage space. Two car attached garage with direct access into a mudroom area. The home is being sold furnished and equipped. Enjoy world class skiing, golf, fishing, kayaking, mountain biking and more from this spot. Perfect for a primary or vacation retreat. This is a must see in Killington!

Listed by Marni Rieger of KW Vermont-Killington

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$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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97 Kibbe Farm Road South Hero VT 05486

South Hero, VT97 Kibbe Farm Road

Price$1,395,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5097897

  • Residential Single Family
  • Full Bath 1
  • Address 97 Kibbe Farm Road
  • Construction Existing
  • Bedrooms 6

Welcome to Kibbe Point, one of the most distinctive lakefront settings in South Hero, Vermont. Tucked among cedar trees at the end of a dead-end road, this seasonal Lake Champlain property offers 510 ft of shoreline and panoramic views stretching from the Green Mountains to Keeler Bay. With both sunrise and sunset views, this is a place to slow down and experience summer in the Islands. Set on 1.4 private acres, the property includes three seasonal cottages connected by winding paths through the trees, creating a private compound with space to gather while maintaining separation between each cottage. The 1950's main cottage, “Rockhaven”, offers approximately 1,700 square feet with three bedrooms and two bathrooms. Full of vintage character, it features pine floors and walls, eclectic light fixtures, a brick fireplace, and an updated kitchen. A wraparound screened porch extends the living space and provides a peaceful place to relax among the cedars with glimpses of the lake. The two additional cottages each offer their own unique appeal. “Kibbe Cottage” includes one bedroom, a three-quarter bath, and a deck overlooking Lake Champlain. “Island View Cottage” is designed for relaxation, featuring a separate bedroom and half bath connected by a deck to a living area with a sauna, kitchenette, and views of the lake toward Kellogg Island. After a sauna, take a refreshing dip in the lake from the dock. The detached two car garage with a lean-to and storage provides a space for outdoor toys and equipment. The current owner occupies the main cottage while successfully renting the two guest cottages each summer, making this an appealing investment property with an established short-term rental history. Whether you're searching for a seasonal retreat, a multi-cottage compound, or Vermont real estate with income potential, this South Hero property offers a rare opportunity in one of the most desirable locations on Lake Champlain. Schedule your private showing today.

Listed by Evan Potvin of Coldwell Banker Islands Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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683 Reservoir Road Hartford VT 05001

Hartford, VT683 Reservoir Road

Price$1,395,000

Est. Mortgage: $/month

MLS Number 5092997

  • Residential Single Family
  • Full Bath 1
  • Village White River Junction
  • Address 683 Reservoir Road
  • Construction Existing

Welcome to Trail's End - an oasis of peace and tranquility suffused with the restorative power of nature. Set amidst lush gardens and rolling lawns, this gorgeous timber frame house blends traditional looks with modern sensibilities and amenities, offering comfortable, light-filled, and highly functional spaces throughout. The beautifully appointed main floor primary bedroom features a spacious en-suite bathroom with a tiled shower and large soaking tub, plus a large walk-in closet and laundry. The rest of the main floor comprises a living room with soaring ceilings and a fireplace, dining area, office, chef's kitchen, screened-in porch, mudroom and half-bath. The second floor includes 2 bedrooms, a 3/4 bath, and a generous storage closet, and additional storage space can be found in the unfinished basement. Just off the expansive deck is a newly added in-ground pool, framed by vibrant flowers and artful wooden decking. The 2-car garage is attached to the home by a covered walkway for easy access in inclement weather. The well-constructed barn offers ample spillover space and is ideal as a workshop or studio. Solar panels round out this thoughtfully crafted dwelling. Adding to the magic, this serene sanctuary abuts the expansive Hartford Town Forest and its 400+ acres of lovely woods, streams, and trails for year-round recreation. Within 15 minutes to most everything that the Upper Valley has to offer, including Dartmouth Health Medical Center, the town of Hanover, NH and Dartmouth College, and the vibrant villages of White River Junction, Quechee and Woodstock. 2 hours to Boston. This rare and special property is a must see. Public Open House Saturday, 6/6/26 from 1-3 PM.

Listed by Zoe Hathorn Washburn of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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1522 Barnard Road Woodstock VT 05091

Woodstock, VT1522 Barnard Road

Price$1,395,000

Est. Mortgage: $/month

MLS Number 5089552

  • Residential Single Family
  • Full Bath 3
  • Address 1522 Barnard Road
  • Construction Existing
  • Bedrooms 5

Just 2 miles from Woodstock Village, this gracious brick Cape on 6 open acres offers the perfect blend of privacy, comfort, and classic Vermont charm. Thoughtfully expanded and beautifully maintained, the home features a chef's kitchen that opens seamlessly to a spacious gathering room designed for entertaining and everyday living. Multiple fireplaces-including a wood-burning and gas-ready-add warmth and character throughout the home. The flexible floor plan includes 3-4 bedrooms, highlighted by an upstairs bedroom with its own fireplace, plus a private guest suite or office above the garage-ideal for visitors, remote work, or creative space. Outdoor living is equally exceptional. Enjoy a covered porch, sunny patio, dedicated garden space, apiary, and an in-ground pool with heat hookup for extended seasonal enjoyment. More than 5 acres of invisible fencing allow pets to roam freely across the open landscape. Perfectly positioned for year-round recreation, the property sits adjacent to the site of America's first ski tow and offers easy access to Saskadena Six, Killington, and outstanding winter activities throughout the region. A standout feature is the heated and plumbed two-story barn/workshop with its own vehicle bay-offering endless possibilities as a media or game room, studio, workshop, fitness space, or future guest quarters. With easy access to I-89 and the Upper Valley, this rare offering combines acreage, versatility, and close proximity to one of New England's most iconic villages.

Listed by Keri Cole of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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261 Song Bird Drive Canaan VT 05903

Canaan, VT261 Song Bird Drive

Price$1,395,000

Est. Mortgage: $/month

MLS Number 5098670

  • Residential Single Family
  • Full Bath 1
  • Address 261 Song Bird Drive
  • Construction Existing
  • Bedrooms 2

LAND AND LAKEFRONT ON WALLACE POND - Buy your own Sanctuary. Peace and quiet come with owning this 6.17 acre lakefront property with a canal and small pond. How unique to have a Chalet on a lake that is shared with the Canadians on the northern shore. Super cute vacation or permanent home where you can relax by the very impressive primary fireplace or out on the deck, down by the firepit or in some Adirondack chairs by the lake. You have views over the lake to the mountains in Canada. Dining options also available with the dinette, dining room and deck depending on your mood. The chalet has a primary bed room off the kitchen and spacious bath. Downstairs is additional sleeping quarters and Den/Game room. And with a covered patio downstairs, even some drizzle won't stop you from enjoying the wide open spaces and lake view. You will be amazed by all the wildlife that will become part of your life. This can be yours to share.

Listed by Jason Cape of Badger Peabody & Smith Realty/Littleton

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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224 Cobble Ridge Road Londonderry VT 05148

Londonderry, VT224 Cobble Ridge Road

Price$1,392,000

Est. Mortgage: $/month

MLS Number 5095311

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

Set on seven private fenced acres with stone walls and dual gated entrances, this custom Vermont property offers privacy, flexibility, and year-round access to Southern Vermont's premier recreational destinations. Perched on scenic Cobble Ridge in Londonderry, the property enjoys southwest exposure and seasonal Green Mountain views. Natural light fills the great room, where a brick fireplace anchors the living space. The kitchen with premium appliances flows into the dining and living areas, creating an inviting setting for entertaining and everyday living. The main residence features three ensuite bedrooms, including a lower-level suite and an upper-level suite that could each serve as a primary bedroom, depending on how the home is used. Additional living spaces provide flexibility for guests, recreation, remote work, or additional sleeping accommodations. A separate one-bedroom guest cottage offers added privacy and versatility. Designed for both gathering and retreat, the property includes multiple decks, a covered porch, open meadow, and expansive fenced acreage. A three-car garage and solar power system further enhance functionality and efficiency. Conveniently located near Stratton, Bromley, Magic, and Okemo Mountains, as well as Lowell Lake, Manchester, Weston, Londonderry, and South Londonderry, the property provides easy access to skiing, hiking, cycling, fishing, golf, shopping, dining, and cultural attractions throughout the region. 224 Cobble Ridge Road presents a rare opportunity to own a private Southern Vermont retreat combining quality craftsmanship, flexible living spaces, and exceptional access to the region's four-season amenities.

Listed by Kevin Moran of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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405 Harriet Drive Georgia VT 05478

Georgia, VT405 Harriet Drive, Unit B

Price$1,385,000

Est. Mortgage: $/month

MLS Number 5094091

  • Residential Single Family
  • Full Bath 1
  • Address 405 Harriet Drive
  • Construction Existing
  • Bedrooms 3

Experience exceptional single-level living with breathtaking panoramic views of Lake Champlain, the Adirondack Mountains, and Grand Isle. Perfectly positioned to capture Vermont's most spectacular sunsets, this stunning 3-bedroom, 3.5-bath home offers luxury, comfort, and an unparalleled lakeside lifestyle. Enjoy shared lake access with an impressive 900 feet of shoreline, along with the rare opportunity to add your own private dock or mooring. Outside, beautifully designed landscaping surrounds the property, creating a private retreat complete with an in-ground pool, hot tub, expansive deck, and lower-level patio with awning overlooking the pool and surrounding scenery. Inside, the open-concept main level is filled with natural light and showcases beautiful yellow birch hardwood floors throughout. The spacious living room features a soaring cathedral ceiling and flows seamlessly into the dining area, where a slider opens to the expansive back deck-perfect for entertaining or simply taking in the incredible views. The well-appointed kitchen is designed for both everyday living and hosting, offering rich cherry cabinetry, quartz countertops, tile backsplash, and a large center island. The primary suite is a true sanctuary, featuring a walk-in closet with custom built-ins and a luxurious ensuite bath complete with a dual vanity and oversized tiled shower. Two additional bedrooms and baths provide comfortable accommodations for family and guests. The finished walkout lower level offers endless possibilities as a future in-law suite, home office, recreation space, or fitness area, with direct access to the patio and pool area. Additional highlights include a 4+ car garage, central air conditioning, Tesla backup battery system, EV charger, and the convenience of one-level living paired with extraordinary indoor and outdoor spaces. This is a rare opportunity to own a premier Lake Champlain property where luxury, recreation, and stunning natural beauty come together.

Listed by Geri Reilly of Geri Reilly Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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699 Spear Cemetery Road Reading VT 05062

Reading, VT699 Spear Cemetery Road

Price$1,385,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5093678

  • Residential Single Family
  • Full Bath 1
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4

Tuacknback Farm, located on the "The Hill", is in the heart of horse country, just minutes from South Woodstock. Access to miles of interconnected trails invites hiking, snowshoeing, x-c skiing, snowmobiling, trail riding, and other recreational sports right from the property. Facing south to take full advantage of natural light, the home was thoughtfully expanded and renovated in 2018-2019. The upper level features an open-concept floor plan with a cathedral ceiling. There is a spacious kitchen designed for entertaining, along with comfortable dining and living areas. The primary suite includes a double walk-in closet with custom maple cabinetry and a private bath, while a guest bedroom with a full bath complete the level. The lower level offers three additional bedrooms, two baths, and direct access to the seven-stall stable, complete with a tack room and wash stall. The versatile barn is well suited for animals, equipment storage, or recreational gear. A four-bay garage, constructed in 2018, offers covered storage for cars, trailers, equipment, and outdoor gear. Outdoor living is equally inviting. A balcony off the kitchen is a peaceful place to greet the day and take in the morning light and gardens. On the western side of the home, a large deck provides a front-row seat to sunsets, grazing horses, and the property's expansive lawns and mature trees. Paddocks and fenced meadows provide ample space for four-legged family members. The property is located less than six miles from GMHA and the South Woodstock Country Store; 22 miles from Okemo; 29 miles from Dartmouth Hitchcock Medical Center; and three hours from Boston.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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99 Westview Drive South Burlington VT 05403

South Burlington, VT99 Westview Drive

Price$1,384,000

Est. Mortgage: $/month

Pending

MLS Number 5102516

  • Residential Single Family
  • Full Bath 3
  • Address 99 Westview Drive
  • Construction Existing
  • Bedrooms 4

Tucked away on a quiet private gravel driveway in the heart of the coveted Spear Street corridor, this extraordinary 4,132 square foot Greek Revival farmhouse delivers a rare trifecta: classic New England architecture, sweeping Lake Champlain views out to Shelburne Bay, and the distant silhouette of the Adirondacks beyond. A deep covered porch spans the front in rich Canberra decking, framed by mature perennial gardens. Inside, cherry hardwood floors run through an open, light-filled layout anchored by built-in bookshelves and generous windows. A first-floor guest bedroom offers flexibility for visitors, while the primary suite upstairs is a true retreat with a private Canberra-decked balcony and gas fireplace. In total, the home offers 4 bedrooms and 3 baths across thoughtfully proportioned living spaces, including a flexible sitting room/office, and tall windows throughout frame long, unobstructed views out to Shelburne Bay and the Adirondacks - a rare outlook for this location. Out back, a flat, expansive lawn stretches across the private 1.02-acre lot, offering genuinely usable space for kids, pets, or gardens, while a two-tier deck, recently refinished with maintenance-free Trex decking, overlooks it all. Below, a beautifully maintained unfinished basement with windows and a walk-out door offers natural light and future potential. Built in 2002, 99 Westview Drive offers unparalleled privacy in the middle of South Burlington, a Greek Revival farmhouse set along a private gravel drive off Spear Street, and amazing Lake Champlain views, all within the sought-after South Burlington School District and just minutes from the University of Vermont, Burlington International Airport, and downtown Burlington.

Listed by Skyler Davis of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 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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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 August 8, 2026 9:38 AM UTC