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Very Cool Houses

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190 Upper Pines Road Warren VT 05674

Warren, VT190 Upper Pines Road

Price$1,485,000

Est. Mortgage: $/month

MLS Number 5072366

  • Residential Single Family
  • PricePerSqFt 412.5
  • Full Bath 2
  • Address 190 Upper Pines Road
  • Construction Existing

Upper Pines Lodge is a one-of-a-kind masterpiece of design and craftsmanship sited on a private 7.6-acre lot with mountain views, manicured grounds and majestic pines just minutes from Sugarbush Resort and all the amenities the Mad River Valley offers. In 2000/2001 local architect David Sellers was enlisted to re-design and transform the original 1968 home into what is now Upper Pines Lodge. The footprint of the house was doubled in size to 3600 sq ft, and a complete rebuild was undertaken. Among the many unique features are: a 3-story atrium, impressive maple tree trunks in the main hall, custom cabinetry with cherry & birch bark inserts, huge Wolf range, artisan crafted lighting fixtures, furniture and built-ins, exquisite VT marble counters/vanity tops, showers, & sink, hand blown glass sinks, gorgeous stonework, a 4+ person steamroom, luxurious primary suite, expansive deck with firepit, and so much more. Ongoing improvements since the 2001 re-build include a 3-car carriage barn & sports equipment shed in 2019, a complete renovation of the great room with 3 walls of windows & French doors in 2021, a complete redo of the wrap-around deck system in 2023/24, and an all-new cedar shake roof in 2024. This spectacular Lodge is offered as a fully furnished turn-key opportunity with a mix of antiques, custom made furniture, rugs, artwork & more with few exclusions. Make this magical VT mountain retreat your family's Shangri-la.

Listed by Brian Shea of Sugarbush 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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53 Hickory Ridge Road South Putney VT 05346

Putney, VT53 Hickory Ridge Road South

Price$1,475,000

Est. Mortgage: $/month

MLS Number 5091196

  • Residential Single Family
  • PricePerSqFt 234.42
  • Full Bath 3
  • Construction Existing
  • Bedrooms 7

Hickory Ridge House is a Federal masterpiece: a definitive piece of Vermont history. Elegant and expansive, the home's soul is rooted in the 19th century, while its heart beats with 21st-century innovation. The interiors are a masterclass in "refined rustic" design, with original features such as antique wood floors, 12-over-12 windows, crown moldings, and wood-burning fireplaces throughout the home. Five spacious bedrooms are anchored by a chef's kitchen where rough-hewn textures meet polished, modern finishes. This meticulously restored residence features a newer roof, solar panels, and a Tesla Powerwall, offering a level of energy independence rarely found in historic homes. Outside, the lush grounds are a perennial paradise of fruit trees and colorful flowers.For those seeking the ultimate family compound, or the opportunity to create an upscale, sophisticated country inn, this 1808 Federal-style estate also hosts a charming two-bedroom cottage and has operated as a successful B&B for decades. It is proudly listed on the National Register of Historic Places, which adds to the cachet without significantly impacting your ability to make improvements. Located just moments from one of the most vibrant villages in Vermont, with world-class performances at Yellow Barn and the legendary pies of Green Mountain Orchards, this isn't just a home; it's a front-row seat to the best of Putney. More photos of the Cottage and a full prospectus are available upon request.

Listed by Thom Dahlin of Berkley & Veller Greenwood Country

$
$
%
$/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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140 Echo View Drive Plymouth VT 05056

Plymouth, VT140 Echo View Drive

Price$1,475,000

Est. Mortgage: $/month

MLS Number 5090548

  • Residential Single Family
  • PricePerSqFt 853.59
  • Full Bath 2
  • Address 140 Echo View Drive
  • Construction Existing

New construction, exceptional scale, and a location designed for enjoying everything the Okemo Valley has to offer. Set on 2.21 private acres just minutes from Okemo and within easy reach of Killington, this striking contemporary residence offers 3,456 square feet of thoughtfully designed living space with the comfort and amenities expected of a luxury mountain home. The main level makes an immediate impression with soaring 20-foot ceilings, expansive windows, and an open-concept design that brings natural light and the surrounding Vermont landscape into the heart of the home. Four bedrooms and 3.5 baths provide plenty of room for family and guests, while the spacious kitchen, walk-in pantry, and generous gathering spaces make entertaining effortless. Downstairs, the walkout lower level takes the experience to another level. A large game room, full wet bar, and flexible finished spaces create the perfect setting for aprs-ski gatherings, movie nights, game days, a home gym, office, or private guest retreat. Designed for modern Vermont living, the home features radiant heat, central air conditioning, a heat-pump water heater, smart thermostat, ENERGY STAR appliances, 400-amp electrical service, generator readiness, and an EV charging station. Outside, the expansive covered deck creates a seamless place to enjoy the peaceful setting after a day on the mountain. Echo Lake State Park is approximately a one-minute drive away, offering easy access to swimming, kayaking, fishing, hiking, and summer recreation. Whether you're looking for a sophisticated ski retreat, a private Vermont escape, or a home that can comfortably accommodate family and friends year-round, 140 Echo View Drive delivers the space, style, and location to make Vermont living feel effortless.

Listed by Mendi Michael of Engel & Volkers Okemo

$
$
%
$/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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691 Black Bear Road Jamaica VT 05343

Jamaica, VT691 Black Bear Road

Price$1,475,000

Est. Mortgage: $/month

Open House

MLS Number 5095401

  • Residential Single Family
  • Next Open House: Sat 10/10 10:00 am. to 12:00 pm.
  • PricePerSqFt 921.3
  • Full Bath 2
  • Address 691 Black Bear Road

A long winding driveway through a mountain of foliage leads you to this extraordinary mountain-modern retreat, perched high above nearly 200 acres of protected Vermont wilderness. Thoughtfully crafted by Big Pine Builders LLC, this striking off-grid solar home seamlessly blends contemporary design with Vermont's rugged natural beauty, allowing you to live on the sun's rhythm while enjoying refined comfort, complete privacy, and breathtaking surroundings. The cedar and metal exterior complements the landscape, while expansive living room windows provide nearly 180-degree views across your own nature preserve-like setting. Inside, a simple and sleek design creates an airy living space filled with natural light, warm bamboo floors, and clean modern lines. Indoor and outdoor wood-burning fireplaces add warmth and ambiance throughout every season. An additional family room offers flexible living space, perfect for gathering with friends and family, a media room, home office, or quiet retreat. Designed for year-round enjoyment, the property features an extensive town trail system that connects directly to the VAST trail network, making it a dream for outdoor enthusiasts. Entertain or unwind on the large bluestone patio surrounded by complete serenity and nature in every direction. In just 15 minutes, you can be enjoying all that Stratton Mountain has to offer, including skiing, golf, dining, and year-round recreation, while Jamaica Village is just 10 minutes away in the opposite direction. Recent improvements include a new boiler and hot water heater, offering peace of mind for years to come. A propane generator provides added convenience and reliability for off-grid living. Currently enrolled in the Vermont Current Use program, this remarkable property offers a rare opportunity to own nearly 200 acres of protected Vermont wilderness paired with sophisticated, sustainable living.

Listed by Carrie Mathews 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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866 East Manchester Road Manchester VT 05255

Manchester, VT866 East Manchester Road

Price$1,475,000

Est. Mortgage: $/month

Open House

MLS Number 5099980

  • Residential Single Family
  • Next Open House: Sat 10/10 10:00 am. to 12:00 pm.
  • PricePerSqFt 328.43
  • Full Bath 4
  • Construction Existing

BROOK FRONTAGE AND MOUNTAIN VIEWS If you are looking for a property with both mountain and water views, this exceptional five-bedroom Manchester home is must-see. Set on a remarkable lot featuring breathtaking vistas and approximately 400 feet of frontage along Bromley Brook, this home offers a rare combination of privacy, natural beauty, and convenience. Located just minutes from the center of Manchester and near the area's premier ski mountains, it provides the ideal Vermont lifestyle. Imagine spending summer afternoons relaxing by the running brook or enjoying a peaceful day of fishing right on your own property. The spacious residence includes a heated three-bay garage with an additional two-bedroom living space above (2003 construction), perfect for guests, office or extended family. Inside, the home features a large open kitchen, generous living areas, and a cozy wood-burning fireplace. The primary suite, complete with cathedral ceilings, enjoys serene views of both the mountains and Bromley Brook. Two additional bedrooms are located upstairs in the main part of the house. Also included is an adjacent 1.7-acre building lot, offering excellent potential for a guest house or future development. This property is a truly special opportunity combining privacy, stunning vistas, and endless possibilities. OPEN HOUSE OCTOBER 10th from 10-12noon All measurements approximate.

Listed by Tatsiana Clark 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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344 Morrie Road Washington VT 05675

Washington, VT344 Morrie Road

Price$1,465,000

Est. Mortgage: $/month

MLS Number 5099478

  • Residential Single Family
  • PricePerSqFt 311.7
  • Full Bath 2
  • Address 344 Morrie Road
  • Construction Existing

Experience the lifestyle so many people dream of when they move to Vermont-a slower pace, cleaner air, and an exceptional connection to nature. Built in 2023, this contemporary home is perfectly positioned to capture mountain views with a sunny southern exposure. Expansive floor-to-ceiling windows fill the home with natural light while showcasing south-to-southwest vistas and unforgettable sunsets. Located just 10 minutes from both Barre and Montpelier, you'll enjoy convenient access to shopping, restaurants, healthcare, and everyday amenities. Burlington and Burlington International Airport are an easy 50-minute drive away. The main level features cathedral ceilings and a wall of windows that frame the surrounding landscape. Designed for both entertaining and everyday living, the chef's kitchen offers a large granite island with breakfast bar, generous granite workspaces, premium appliances, and a walk-in pantry. A spacious mudroom connects to the oversized three-car garage, while the main level private primary suite enjoys views and a spa-inspired bath. The living room is anchored by a custom stone fireplace, creating warmth and character throughout the seasons. Radiant floor heating provides exceptional comfort. The second floor offers three additional bedrooms, a full bath, and a spacious family room where oversized windows continue to capture the magnificent mountain scenery. For buyers seeking an extraordinary Vermont lifestyle, the property may also be purchased as part of a remarkable 210 acre mini-farm offered at $1.295 million. This unique offering includes the contemporary residence, a beautifully renovated antique farmhouse, classic barns, a large modern metal barn, a hoop house, and extensive acreage creating endless opportunities for farming, recreation, equestrian pursuits, or a multigenerational family estate. The address is 183 Morrie Road, MLS#5099479. Be sure to watch the video for the properties!

Listed by Kathleen OBrien and Alex Pintair 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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1503 Rush Meadow Road West Windsor VT 05037

West Windsor, VT1503 Rush Meadow Road

Price$1,450,000

Est. Mortgage: $/month

MLS Number 5093727

  • Residential Single Family
  • PricePerSqFt 1066.18
  • Full Bath 1
  • Construction Existing
  • Bedrooms 3

They say land remembers. On Rush Meadow Road-where rolling fields meet the quiet rhythm of the seasons-there is a place that has been held, cared for, and passed down for over a century. This 103-acre estate is not something that was assembled. It was lived. Worked. Protected. For generations, it operated as a dairy farm, and the land still reflects that stewardship-lush hayfields, a ready-to-tap sugarbush, rich soil for gardening and beautiful solar exposure across every acre. It's the kind of property that continues to give, year after year. At its heart sits a classic Vermont farmhouse with 3 bedrooms and 1.5 baths, grounded by its traditional woodshed ell and surrounded by substantial garage and equipment space. It's practical, authentic, and full of quiet character, equally suited as a full-time residence or a welcoming guest house. To the west, the land opens into sweeping fields with one of the most compelling building sites in the region with long-range views stretching to Mt. Ascutney, expansive and uninterrupted. Whether you envision a private compound, a retreat, or preserving the land as it has been for generations, the setting invites something meaningful. Consider your dream home resting at the height of the land, the beginning to your own heritage. Moments from Brownsville, with easy access to trails across Ascutney Mountain, coffee at local favorites like the Butcher & Pantry, and the culture of Woodstock just 25 minutes down the road, this property offers both connection and complete escape. This is not simply a farm. It is a legacy......waiting for its next chapter!

Listed by Katie Ladue Gilbert and Allison Griep of BHHS Verani Upper Valley

$
$
%
$/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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1276 Poginy Hill Road Newport Town VT 05857

Newport Town, VT1276 Poginy Hill Road

Price$1,450,000

Est. Mortgage: $/month

MLS Number 5093229

  • Residential Single Family
  • PricePerSqFt 348.39
  • Full Bath 3
  • Construction Existing
  • Bedrooms 4

Perched atop a scenic hill on over 60 acres of pristine countryside, this exceptional Timberpeg home offers breathtaking views of Jay Peak and the perfect blend of luxury, efficiency, and rural elegance. Surrounded by sweeping views and abundant privacy, this extraordinary property combines timeless craftsmanship, modern efficiency, and the tranquility of Vermont's countryside, creating a truly rare opportunity to own a one-of-a-kind estate. Designed for comfort in every season, the home features radiant heat, hot water baseboard heat, four mini-split units, a propane fireplace, and a standby generator for peace of mind. Additional quality features include a drilled well, 200-amp electrical service, central vacuum system, and a radon mitigation system already in place. The thoughtfully designed floor plan offers convenient first-floor living with a spacious primary suite and laundry room on the main level, while three additional bedrooms upstairs provide ample space for family and guests. The heated three-car garage adds year-round convenience. Equestrians and hobby farmers will appreciate the beautiful horse barn located a short distance from the main residence, offering endless possibilities for horses, livestock, or equipment storage.

Listed by Larry Faust of Big Bear 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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527 Sleighbell Lane Manchester VT 05255

Manchester, VT527 Sleighbell Lane

Price$1,450,000

Est. Mortgage: $/month

MLS Number 5089425

  • Residential Single Family
  • PricePerSqFt 418.35
  • Full Bath 2
  • Address 527 Sleighbell Lane
  • Construction Existing

Set on over 11.5 private acres, this custom-built Colonial offers the kind of comfort, craftsmanship, and peace of mind that's increasingly hard to find. Thoughtfully designed and maintained since it was built in 2004, this home blends timeless style with practical features for everyday living. With over 4,300 square feet, the layout provides generous space without feeling overwhelming. The home is permitted for four bedrooms, with flexibility for additional rooms to accommodate guests, hobbies, or a home office. Five full bathrooms and a half bath ensure convenience for both residents and visitors. The main level is designed for ease and accessibility, featuring a spacious primary suite with a spa-like bathroom, complete with a soaking tub. A two-story great room with a striking floor-to-ceiling stone fireplace creates a welcoming gathering space, while hardwood floors and central air conditioning add comfort throughout. The kitchen is equipped with high-quality Viking appliances, ideal for those who enjoy cooking and entertaining. Outside, the property has been thoughtfully improved to enhance mountain views and to maximize natural light. Additional features include a heated two-car garage, a large laundry room, ample storage space, and a finished lower level with a recreation or fitness area that opens directly to a bluestone patio. An elevated screened porch offers a quiet place to relax and enjoy the surrounding landscape.

Listed by David Halligan 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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601 Riverbend Drive Manchester VT 05254

Manchester, VT601 Riverbend Drive

Price$1,450,000

Est. Mortgage: $/month

MLS Number 5107271

  • Residential Single Family
  • PricePerSqFt 490.53
  • Full Bath 2
  • Address 601 Riverbend Drive
  • Construction Existing

Follow the historic "Wilbur" Half-Mile Stone Wall along River Road in Manchester, and just beyond the Wilburton Inn, you'll discover the private entrance to Riverbend Drive. Tucked into one of Southern Vermont's most beautiful settings, Riverbend is an exclusive community of exceptional homes on beautifully maintained 2 to 4 acre lots. 601 Riverbend Drive is a stunning 4BR/3.5BA Colonial on a private 3.05-acre lot with sweeping mountain views and a welcoming circular driveway. Designed by Ramsey Gourd and built by Keelan and Company, the home showcases exceptional craftsmanship, custom millwork, native maple floors, 9-foot ceilings and thoughtful details throughout. At the heart of the home is a chef's kitchen with custom cherry cabinetry and a unique small-appliance “five-car garage.” Formal living and dining rooms flow into a light-filled sunroom that opens to an enchanting patio overlooking the Taconic and Green Mountains, an ideal setting for summer entertaining, quiet mornings, and spectacular sunsets. Upstairs, the spacious primary suite offers a peaceful retreat with a tucked-away home office. Additional spacious bedrooms and a convenient second-floor laundry complete the upper level. Outside, beautifully landscaped grounds blend with 40 acres of shared common land, creating an exceptional sense of privacy and connection to nature. Homeownership includes access to a private walking trail leading to a scenic stretch of the Batten Kill and a very special fishing hole. This is Vermont living at its best: mountain views, river access, peaceful trails, beautiful grounds, and the charm of Manchester just minutes away. Whether you're seeking an elegant year-round home or a special place to escape, 601 Riverbend Drive offers a rare combination of craftsmanship, privacy, natural beauty, and community. Please contact us for a private viewing, and don't let this lovely Manchester, Vermont home get away!

Listed by Kristin Comeau and Elliott Nachwalter of TPW 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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225 Midland Avenue South Burlington VT 05403

South Burlington, VT225 Midland Avenue

Price$1,450,000

Est. Mortgage: $/month

MLS Number 5093053

  • Residential Single Family
  • PricePerSqFt 522.33
  • Full Bath 1
  • Address 225 Midland Avenue
  • Construction Existing

This thoughtfully designed home blends exceptional craftsmanship, innovative energy efficiency, and enduring comfort in one of the area's most desirable neighborhood settings. With three bedrooms and three baths, it was created for the way people want to live today, while thoughtfully accommodating the future with features that support aging in place and effortless everyday accessibility. A true highlight is the home's commitment to sustainability. Geothermal heating and cooling, solar panels with multiple battery storage systems, radiant heat on the main and lower levels, high-performance insulation, and energy-efficient windows and lighting work together to reduce operating costs while delivering year-round comfort and greater energy independence. Native landscaping and locally sourced building materials further reflect its environmentally conscious design. The sun-filled great room flows seamlessly into a sunroom and inviting three-season porch, creating warm, flexible spaces for entertaining or quiet relaxation. Throughout the home, thoughtful details such as step-free entry, wide doorways, and a private elevator provide convenient access to every level without compromising style. The lower level offers exceptional versatility with daylight windows, polished concrete floors, and two mostly finished rooms ideal for a theater, music studio, fitness space, home office, or guest retreat, with potential for an additional bath. A spacious two-car garage and abundant storage add everyday practicality. Distinctive architectural touches, including handcrafted custom metal railings bring artistry and character to every floor. Set in a unique agrihood featuring a 12-acre organic farm, conserved open land, and miles of recreation paths, this home offers an unparalleled connection to nature and community. Designed with sustainability at its core and comfort in every detail, a home that delivers lasting value, timeless livability, and a truly exceptional Vermont lifestyle.

Listed by Betsy Gregory and Patti Leonard 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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145 Cannon Point Road Charlotte VT 05445

Charlotte, VT145 Cannon Point Road

Price$1,425,000

Est. Mortgage: $/month

MLS Number 5073797

  • Residential Single Family
  • PricePerSqFt 405.06
  • Full Bath 1
  • Construction Existing
  • Bedrooms 3

Custom built by its owners in 1987 and thoughtfully renovated over the years, this exceptional contemporary home blends timeless design with outstanding craftsmanship. Recent improvements include a new roof within the past five years, Marvin windows installed throughout over the last two years, and a new four-bedroom septic mound system completed in 2024. Designed with accessibility in mind, the home offers exceptional ADA features, including an elevator, a custom kitchen, and a beautifully designed primary suite with wheelchair-accessible cabinetry, generous clearances, and a luxurious bath with a roll-in tiled shower. The light-filled main living level features an open floor plan anchored by a dramatic wall of south-facing windows that brings the outdoors in. The renovated kitchen is the heart of the home, showcasing newer stainless-steel appliances, custom cabinetry, and a large island topped with a striking Sapele countertop, perfect for gathering with family and friends. A wood-burning stove creates a warm focal point for winter evenings, while the recently renovated deck and screened porch invite summer entertaining. The spacious primary suite is also located on this level, offering a walk-in closet and an elegant accessible bath. Upstairs, a private bedroom suite features its own walk-in closet and beautifully appointed custom bath. The entry level provides outstanding flexibility with a large recreation room, an additional bedroom and bath, direct access to the bluestone patio, and convenient elevator access to the main living level. Surrounded by a peaceful private setting, this property offers the perfect balance of tranquility and convenience. Charlotte Town Beach is just 12 minutes away, with Mt. Philo's hiking trails nearby. Shelburne Village, Burlington, UVM Medical Center, and the airport are all within an easy 20-minute drive, making this an extraordinary place to call home.

Listed by Mary Palmer 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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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 7:55 AM UTC