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Very Cool Houses

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145 Stephen Day Lane Hartford VT 05059

Hartford, VT145 Stephen Day Lane

Price$1,250,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5102873

  • Residential Single Family
  • PricePerSqFt 729.29
  • Full Bath 1
  • Village Quechee
  • Address 145 Stephen Day Lane

Unlike anything else in Quechee, this custom four-bedroom, four and a half bath Greek Revival farmhouse combines the fine craftsmanship of Connor Homes with exceptional custom finishes throughout. Generously proportioned spaces, superb lighting, radiant heat, and meticulous attention to detail create a home of remarkable elegance, warmth, and function. The beautifully designed kitchen features custom Crown Point cabinetry, thoughtful accent lighting, innovative pull-down storage, and a reclaimed chestnut island topped with antique granite and complemented by matching custom-built stools. Crown Point cabinetry extends throughout 12 rooms, reflecting the extraordinary level of craftsmanship found across the home. Carlisle wide plank, old-growth heart pine floors with radiant heat flow throughout the living spaces, while refined millwork and a reclaimed marble fireplace mantel add timeless character. Across the rear of the home, an expansive wall of glass fills the interior with natural light and opens to a full length mahogany deck, creating a seamless connection to the outdoors. From its exquisite cabinetry and millwork to its thoughtfully designed mechanical systems, every element has been carefully considered. This is a truly exceptional home . . . equally suited to comfortable everyday living and gracious entertaining.

Listed by Derek Cosentino 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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957 Pleasant Valley Road Benson VT 05743

Benson, VT957 Pleasant Valley Road

Price$1,250,000

Est. Mortgage: $/month

MLS Number 5107835

  • Residential Single Family
  • PricePerSqFt 192.57
  • Full Bath 2
  • Construction Existing
  • Bedrooms 5

A once-in-a-lifetime opportunity to own an extraordinary 248 acre estate where timeless character, modern functionality, and breathtaking natural beauty converge. Located in the Champlain Valley Wine Varietal area, a pristine valley of rolling pastures, mature forests, and pastoral views, this remarkable property offers limitless possibilities from a thriving agricultural enterprise to an unparalleled private family retreat. At the heart of the farm is an elegant estate home with five bedrooms and four baths, providing refined accommodations ideal for extended family, guests, or multi-generational living. A separate guest cottage adds even more flexibility for visitors, caretakers, or rental opportunities. Designed for serious agricultural production while offering exceptional lifestyle appeal, the property includes an equipment barn, hay barn, workshop, bunkhouse, fuel depot and more. Electrified beef cattle paddocks create an efficient rotational grazing system, while an extensive solar array powers the operation, enhancing sustainability and reducing operating costs. The land itself is simply extraordinary. Expansive open fields transition seamlessly into peaceful woodlands, creating a landscape equally suited for livestock, equestrian pursuits, recreation, hunting, hiking, conservation, or simply enjoying the serenity of country living. Whether your vision is a productive working farm, an equestrian estate, a self-sufficient gentleman's farm, a luxury family compound, a corporate retreat, or a legacy property to be cherished for generations, this exceptional offering provides the foundation to make it a reality. Rarely does a property of this scale, quality, and versatility become available.

Listed by 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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1276 Swinton Road Bridport VT 05734

Bridport, VT1276 Swinton Road

Price$1,250,000

Est. Mortgage: $/month

MLS Number 5090626

  • Residential Single Family
  • PricePerSqFt 278.21
  • Full Bath 3
  • Address 1276 Swinton Road
  • Construction Existing

Set on 40 private acres with sweeping views in every direction, this property offers a front-row seat to Vermont's natural beauty from open pastoral fields to the Green Mountains and Adirondacks. The south-facing orientation fills the home with natural light throughout the day, while both sunrises and sunsets become part of everyday life. Designed for comfortable living and easy flow, the home offers the flexibility and space today's buyers are looking for. The first-floor primary suite features a walk-in closet, laundry room, and a spacious bath with both a jetted tub and separate shower. A nearby office provides a quiet work-from-home space or could easily serve as a den or reading room. The heart of the home is the large kitchen and dining area with cherry cabinetry, generous counter space, and a center island ideal for gathering. The living room opens directly into a bright sunroom with access to the wraparound deck, overlooking the in-ground pool, outdoor fireplace and established gardens. The basement is partially finished with several storage rooms, a wine cellar a family room space and all of the utilites. Above the attached three-car garage is a well-appointed in-law or guest suite complete with a living room, bedroom, full bath, and kitchenette. A separate detached building adds even more versatility, offering a workshop, additional garage bay, half bath, separate heating system, and two finished rooms above which are perfect for a home business, studio, gym, or recreation space. The classic red Vermont barn provides additional storage or space for small animals and a whole house generator gives you all the backup you might need! Despite the peaceful setting and exceptional privacy, the property remains conveniently located and is 15 minutes to Middlebury or Vergennes and about an hour to Burlington.

Listed by Amey Ryan of IPJ 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

14 Barrows Road Stowe VT 05672

MLS Number 5080871

  • Commercial
  • PricePerSqFt 138.69
  • Address 14 Barrows Road
  • Year Built 1900
  • Square Feet 9,013

Seize a rare opportunity to own a versatile multi-unit property at the base of the Von Trapp Family Lodge hill in Stowe, VT, ideally positioned for activities in all seasons.This prime location features a cozy 60-seat restaurant and bar, complete with a picturesque outdoor stone patio that offers stunning views, perfect for aprs-ski gatherings in winter, and enjoying warm breezes & soft natural lighting in spring & summer. Designed for multi-use, this property is well-suited for various business ventures, capitalizing on the vibrant winter tourism that attracts both locals and visitors. The fully equipped commercial kitchen is ready for a seamless transition, allowing you to cater to the seasonal influx of guests and skiers eager for warm meals and drinks after a day of outdoor fun. Additionally, the property includes four one-bedroom residential units that present excellent potential for supplemental income, making it a smart investment during the busy winter months. With ample two-level parking available, your guests will have convenient access to everything this location has to offer. Located at the intersection of Barrows Rd and Luce Hill Rd, this property enjoys high visibility and is sure to be a lively hub, especially during the winter season. Don’t miss this exceptional chance to invest in a multi-unit, multi-use property in one of Stowe’s most desirable destinations!

Listed by Trombley & Day Group of BHHS Vermont Realty Group/Morrisville-Stowe

$
$
%
$/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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130 Main Street Ludlow VT 05149

MLS Number 5074953

  • Commercial
  • Village Ludlow
  • Address 130 Main Street
  • Acreage 0.34
  • Area VT-Windsor

For generations, the Pot Belly building was a familiar and beloved part of Ludlow Village-a place where locals and visitors gathered, stories were shared, and the energy of the village came to life. Today, the building may be gone, but the opportunity it created is just beginning. Now offered as a prime, cleared village lot, this property represents a rare chance to be part of Ludlow's next chapter. Perfectly positioned in the heart of the village, the site enjoys excellent visibility, walkability, and proximity to shops, dining, Okemo Mountain, and year-round recreation. The current owners have already laid the groundwork for what's next. Town site plan and conditional use approvals are in hand, and the sellers are happy to share their full vision with the next owner-including conceptual floor plans for a restaurant at street level with four luxury residential condominiums on levels two and three. This thoughtful mixed-use concept was designed to complement the character of the village while meeting modern demand for high-end residences and vibrant commercial space. Whether you choose to carry this vision forward or bring your own ideas to life, this property offers an exceptional head start on development in one of Vermont's most desirable mountain communities. With approvals secured and a clear path forward, this is a unique opportunity to build something special-honoring Ludlow's past while shaping its future. Do not access the fenced area unless an agent is present.

Listed by Joseph Karl 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

14 Barrows Road Stowe VT 05672

Stowe, VT14 Barrows Road

Price$1,250,000

Est. Mortgage: $/month

MLS Number 5080872

  • Multifamily
  • PricePerSqFt 138.69
  • Address 14 Barrows Road
  • Units 4
  • Acreage 0.91

Seize a rare opportunity to own a versatile multi-unit property at the base of the Von Trapp Family Lodge hill in Stowe, VT, ideally positioned for activities in all seasons.This prime location features a cozy 60-seat restaurant and bar, complete with a picturesque outdoor stone patio that offers stunning views, perfect for aprs-ski gatherings in winter, and enjoying warm breezes & soft natural lighting in spring & summer. Designed for multi-use, this property is well-suited for various business ventures, capitalizing on the vibrant winter tourism that attracts both locals and visitors. The fully equipped commercial kitchen is ready for a seamless transition, allowing you to cater to the seasonal influx of guests and skiers eager for warm meals and drinks after a day of outdoor fun. Additionally, the property includes four one-bedroom residential units that present excellent potential for supplemental income, making it a smart investment during the busy winter months. With ample two-level parking available, your guests will have convenient access to everything this location has to offer. Located at the intersection of Barrows Rd and Luce Hill Rd, this property enjoys high visibility and is sure to be a lively hub, especially during the winter season. Don’t miss this exceptional chance to invest in a multi-unit, multi-use property in one of Stowe’s most desirable destinations!

Listed by Trombley & Day Group of BHHS Vermont Realty Group/Morrisville-Stowe

$
$
%
$/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

84 Overlook Road Dorset VT 05253

Dorset, VT84 Overlook Road

Price$1,250,000

Est. Mortgage: $/month

MLS Number 5103836

  • Residential Single Family
  • PricePerSqFt 614.25
  • Full Bath 1
  • Address 84 Overlook Road
  • Construction Existing

Commanding panoramic mountain views define this exceptional Dorset Overlook residence, where every room is designed to capture the beauty of Southern Vermont's ever-changing landscape. Bathed in natural light, the home's open floor plan creates an effortless flow between living, dining, and entertaining spaces, making everyday living as enjoyable as hosting family and friends. The thoughtfully designed layout offers comfortable living spaces, complemented by expansive windows that frame the spectacular vistas from nearly every angle. Step outside to a stunning marble patio, the perfect setting for al fresco dining, or unwind on the screened porch while taking in the mountain air and unforgettable sunsets. Ideally situated on the sought-after Dorset Overlook Road, this home offers a peaceful setting just minutes from the villages of Dorset and Manchester, renowned for their dining, shopping, recreation, and year-round cultural attractions. For those seeking additional living space, the unfinished second-floor attic offers an excellent opportunity for future expansion, whether envisioned as guest accommodations, a studio, an office, or a recreation space. A rare offering where breathtaking views, timeless design, and one of the area's most desirable locations come together to create an exceptional Vermont lifestyle.

Listed by Carol O'Connor 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

40 South Street Middlebury VT 05753

Middlebury, VT40 South Street

Price$1,250,000

Est. Mortgage: $/month

Pending

MLS Number 5107309

  • Residential Single Family
  • PricePerSqFt 312.73
  • Full Bath 1
  • Address 40 South Street
  • Construction Existing

A remarkable Middlebury home where thoughtful craftsmanship, refined finishes, and effortless livability come together beautifully. Meticulously renovated in 2016/17, this distinctive home has been transformed into an elegant retreat designed equally well for gracious entertaining and comfortable everyday living. The main level offers beautifully proportioned spaces, including a spectacular dining room with custom built-in shelving, a generous living room with gas fireplace, and a sophisticated eat-in kitchen centered around a large island with seating. Quality details include a six-burner gas range, pot filler, two mudroom entrances, home work space and an inviting breakfast nook. Upstairs, the serene primary suite is a true delight, featuring a private porch with views toward the Green Mountains, an idyllic spot to welcome the sunrise. A walk-in closet and beautifully appointed custom-tile bath complete the suite, with dual vanities, a spacious walk-in shower, and luxurious soaking tub. Also on this level are a second bedroom, ¾ bath, and charming den with a cozy trundle bed, perfect for an afternoon rest. The third floor reveals yet another generously sized bedroom with its own private bath, offering flexibility and privacy for family or guests. The two-car garage adds another dimension to the property. Beyond vehicle storage, the main level includes a finished area ideal for a home gym, while the upper level offers a private guest suite with its own bathroom and second kitchen, perfect for extended stays, visitors, or additional living space. Outside, a handsome stone wall , pergola and beautiful patio create an inviting covered outdoor living area, while the expansive, level lawn provides ample room for games, entertaining, or simply enjoying the privacy of the fenced grounds. All of this, just a stroll from Middlebury's celebrated shops, restaurants, and college sport courts/fields. Timeless character meets exceptional craftsmanship.

Listed by Amey Ryan of IPJ 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

22 Aiken Street South Burlington VT 05403

South Burlington, VT22 Aiken Street

Price$1,250,000

Est. Mortgage: $/month

MLS Number 5107816

  • Residential Single Family
  • PricePerSqFt 505.66
  • Full Bath 2
  • Address 22 Aiken Street
  • Construction Existing

Welcome to a residence positioned to capture some of the region's finest western exposures. Featuring views across Lake Champlain to the distant Adirondack Mountains, this home offers a quiet, front-row seat to late-afternoon sun and vibrant evening skies over the water. Large windows and thoughtful outdoor living spaces optimize natural light throughout the day, creating a welcoming backdrop for relaxing or entertaining. Inside, the open layout easily balances daily comfort with functional living areas. The main floor features a practical flow, quality finishes, and a spacious primary suite offering convenient single-level living and private views. Downstairs, a versatile walk-out basement seamlessly extends your living space outdoors, offering direct access to the yard and an ideal setup for a rec room, home gym, or guest suite. Whether starting your morning as light reflects off the lake or hosting guests during golden hour, the setting provides a relaxed lakeside lifestyle. Located just minutes from local dining, shopping, and waterfront recreation, this property combines everyday convenience with a scenic orientation. Homes offering this combination of main-floor living, walk-out functionality, and western lake views present a compelling opportunity in today's market.

Listed by Nick Riina of 802 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

1425 Cobb Hill Road Moretown VT 05676

Moretown, VT1425 Cobb Hill Road

Price$1,250,000

Est. Mortgage: $/month

MLS Number 5108284

  • Residential Single Family
  • PricePerSqFt 339.21
  • Full Bath 1
  • Address 1425 Cobb Hill Road
  • Construction Existing

Set on 20.21 acres with views toward Camel's Hump, this unique Moretown property blends Vermont character, generous living space, and an exceptional setting. The four-bedroom, four-bath home features an open kitchen and living area warmed by a soapstone wood stove, along with Douglas fir accents and a mix of hardwood, softwood, and tile flooring throughout. A large sunroom off the kitchen creates a bright and inviting dining area overlooking the surrounding landscape. Thoughtfully updated to reduce reliance on propane, the home features solar panels that provide much of its electricity, backup batteries, 11 mini-split heat pumps, and an EV charger. Additional heating is provided by five zones of propane-fired hydronic radiant heat and the wood stove, offering multiple options for year-round comfort. A separate accessory dwelling unit offers a bedroom and 3/4 bath, ideal for family, guests, or additional flexible space. The three-car garage provides plenty of room for vehicles, equipment, and recreational gear. The grounds are equally special, with established perennial and vegetable gardens, a picturesque pond framed by beautiful natural rock landscaping, and a maple sugarbush. There is an option to assume the installed sugaring tubing serving approximately 450 taps, along with the evaporator. Conveniently located near Waterbury Village and I-89 for easy commuting, yet surrounded by some of Central Vermont's best year-round recreation. With substantial acreage, mountain views, energy-conscious improvements, and abundant outdoor opportunities right at home, this distinctive property offers an exceptional opportunity to embrace the Vermont lifestyle.

Listed by Joni Gaines of Pall Spera Company Realtors-Stowe

$
$
%
$/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

646 Topnotch Drive Stowe VT 05672
Active With Contract

MLS Number 5073780

  • Condo
  • PricePerSqFt 632.59
  • Square Feet 2,711
  • Bedrooms 3
  • New Contruction Existing

Exempt from the new Stowe short term rental restrictions and sold furnished! Experience the best of Stowe's beautiful fall foliage at the Vermont's highest peak.This meticulously maintained, never rented, single-owner townhome offers a rare opportunity to own a piece of the legendary Topnotch Resort lifestyle. Designed as a sanctuary of warmth and light, this residence serves as the perfect backdrop for those who prioritize world-class amenities and "right-out-the-door" adventure. Step directly onto the renowned Catamount Trails for endless hiking, mountain biking, and cross-country skiing. Anchored by two elegant gas fireplaces, the home is a masterclass in cozy mountain living. Large windows invite the beauty of the Green Mountains inside, creating a bright and airy atmosphere perfect for crisp autumn evenings or snowy winter nights. This isn't just a home; it is a full-service lifestyle. For a discounted membership fee, residents can access the world-renowned amenities of Topnotch Resort including the award-winning spa, pools, a state-of-the-art fitness center, and world-class racquet sports that attract pickleball enthusiasts from around the country. Benefit from proximity to the mountain road shuttles that whisk you to the base of Stowe Mountain Resort, and enjoy the luxury of on-site gourmet restaurants just a short stroll from your front door. For those seeking a high-performing asset, this residence offers an optional, professionally managed rental program. Benefit from Topnotch’s elite hospitality management, ensuring your mountain home works for you while you’re away. Whether hosting an intimate aprs-ski gathering or enjoying a quiet morning coffee, the seamless flow, classic furniture styles, and well-preserved finishes offer a comfortable, turnkey retreat that feels like home from day one.

Listed by Erika Gaudreau and Steven Foster of KW Vermont-Stowe

$
$
%
$/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

130 Main Street Ludlow VT 05149

Ludlow, VT130 Main Street

Price$1,250,000

Est. Mortgage: $/month

MLS Number 5074951

  • Land
  • PricePerSqFt 3676470.59
  • Address 130 Main Street
  • Acreage 0.34
  • Area VT-Windsor

For generations, the Pot Belly building was a familiar and beloved part of Ludlow Village, a place where locals and visitors gathered, stories were shared, and the energy of the village came to life. Today, the building may be gone, but the opportunity it created is just beginning. Now offered as a prime, cleared village lot, this property represents a rare chance to be part of Ludlow's next chapter. Perfectly positioned in the heart of the village, the site enjoys excellent visibility, walkability, and proximity to shops, dining, Okemo Mountain, and year-round recreation. The current owners have already laid the groundwork for what's next. Town site plan and conditional use approvals are in hand, and the sellers are happy to share their full vision with the next owner, including conceptual floor plans for a restaurant at street level with four luxury residential condominiums on levels two and three. This thoughtful mixed-use concept was designed to complement the character of the village while meeting modern demand for high-end residences and vibrant commercial space. Whether you choose to carry this vision forward or bring your own ideas to life, this property offers an exceptional head start on development in one of Vermont's most desirable mountain communities. With approvals secured and a clear path forward, this is a unique opportunity to build something special, honoring Ludlow's past while shaping its future. Do not access the fenced area unless an agent is present.

Listed by Joseph Karl 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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 5:07 AM UTC