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Very Cool Houses

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171 Delano Road West Windsor VT 05089

West Windsor, VT171 Delano Road

Price$1,325,000

Est. Mortgage: $/month

MLS Number 5092971

  • Residential Single Family
  • Full Bath 1
  • Address 171 Delano Road
  • Construction Existing
  • Bedrooms 2

Constructed in 2025, and located in the desirable Rush Meadow region of West Windsor, this impeccably orchestrated Yankee Barn Post and Beam home features superb materials, old world craftsmanship and detailed fit and finish. Custom milled cabinetry and built-ins throughout. The rooms are filled with natural light with stunning bucolic views from every window. The home is centered by a dramatic floating staircase leading to the loft area. Red oak flooring runs throughout. The open concept kitchen is suited with top quality appliances, and a center island with a rich walnut edged yellow birch countertop. The first level Primary ensuite has a dressing room with laundry, and bathroom with a walk in shower and soaking tub. Up the stairs, there's a spacious area for TV Room, or office and a guest bedroom. The walk-out lower basement level is spacious with high ceilings- perfect opportunity for future expansion. The home connects seamlessly to exterior spaces with a stone terrace and a screened porch, both situated to highlight the lovely pastoral views to Mt Ascutney, and beyond. State of the art mechanicals with central AC. Convenient to trail network, all recreation, Woodstock, Hanover NH and Interstate.

Listed by Danny Kogut of Williamson Group Sothebys Intl. Realty

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$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 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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72 Wood Road Hartford VT 05001

Hartford, VT72 Wood Road

Price$1,300,000

Est. Mortgage: $/month

MLS Number 5064426

  • Residential Single Family
  • Full Bath 2
  • Address 72 Wood Road
  • Construction Existing
  • Bedrooms 3

US Route 4 in Vermont - the east/west corridor from I-89 and the Killington Ski Area. Highway frontage between Quechee and Woodstock, VT. Minutes from Dartmouth College in Hanover, NH; near the intersection of I-89 and 91 at the Connecticut River; also close to Northern New England's major DH Medical complex and Cancer Center in Lebanon, NH, as well as the VA Hospital in White River Junction. 1.5 story Cape (3 bedroom/2 bath - 2,334 sq ft) from 1850, with numerous outbuildings. The site of a very successful farmers market for many years, then Fool on the Hill, a gift/crafts/novelties business. In addition to the barn, 3 large sheds (1,440 sf - 810 sf - 500 sf) suitable for outdoor events. Silos with folk-art handmade metal roofs are part of the barn. Water views of the Ottauquechee River and a pond on the property. Tillable organic soil on 9.1 acres, paved driveway to farm stand sheds with ample parking. Plans for developing can be available to accepted BUYER w/agreement.

Listed by Terry Boone of Bassette Real Estate Group

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$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 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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156 West Lake Road Wilmington VT 05356

Wilmington, VT156 West Lake Road

Price$1,300,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5078282

  • Residential Single Family
  • Full Bath 2
  • Address 156 West Lake Road
  • Construction Existing
  • Bedrooms 3

A rare opportunity to own a beautifully maintained, one-family-owned home on Lake Raponda. Lovingly cared for through the years. This special waterfront property offers the perfect blend of comfort, warmth, and classic Vermont charm. Spend your days boating, kayaking, swimming, or simply relaxing by the shore, and unwind in the quiet beauty that makes Lake Raponda so special. Step inside to an inviting open-concept kitchen, living, and dining area-ideal for gathering with family and friends. A cozy wood-burning fireplace creates the perfect ambiance on chilly evenings, while a wood stove adds both character and efficiency. Large windows invite in natural light and frame peaceful lake views. Step outside onto the spacious deck overlooking the water-an ideal spot for morning coffee, summer dinners, or simply relaxing while taking in the tranquil surroundings. Ideally located just minutes to the charming village of Wilmington for dining, shopping, and local events, and approximately 15 minutes to world-class skiing at Mount Snow. Outdoor enthusiasts will love the surrounding beautiful hiking trails, making this a true four-season retreat. Opportunities like this don't come along often - lakefront living in such a prime location is truly special.

Listed by Jillian Wimmelman of Deerfield Valley Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 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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96 Old Coach Road Killington VT 05751

Killington, VT96 Old Coach Road

Price$1,300,000

Est. Mortgage: $/month

MLS Number 5060021

  • Residential Single Family
  • Full Bath 2
  • Address 96 Old Coach Road
  • Construction Existing
  • Bedrooms 5

This stunning Coventry Log Home, situated on 2.11 acres, is a true gem for outdoor enthusiasts and those seeking a peaceful mountain escape year-round. An added bonus is the ancillary unit with a separate entrance located over the garage. Savor breathtaking views of both Pico and Deer's Leap mountains. The elevated balcony deck is the perfect spot to enjoy a winter evening watching the snow cats meticulously groom the slopes for the next day of skiing. This meticulously crafted home is built by Coventry Log Homes, a company known for its quality and use of kiln-dried Eastern White Pine, ensuring a durable, long-lasting structure that stands up to Vermont's variable climate. The home is topped with a 24-gauge standing seam metal roof-a top-of-the-line choice for mountain homes that is resistant to heavy snow loads and high winds, requiring minimal maintenance. Just moments from Killington Resort, famously known as the "Beast of the East" for skiing and snowboarding, the Killington area also offers a wealth of year-round activities including mountain biking, hiking the Appalachian Trail, golfing, and a vibrant nightlife with numerous restaurants and bars. This is more than just a home; it's a gateway to an unparalleled mountain lifestyle, combining rustic elegance with modern amenities and an unbeatable location. It's a perfect family getaway or a primary residence for those who live and breathe the outdoors. Open House 4/25 11-1

Listed by James Hurley of Four Corner Properties LLC

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$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 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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366 Knapp Pond Road Cavendish VT 05142

Cavendish, VT366 Knapp Pond Road

Price$1,300,000

Est. Mortgage: $/month

MLS Number 5086028

  • Residential Single Family
  • Full Bath 1
  • Address 366 Knapp Pond Road
  • Construction Existing
  • Bedrooms 4

Did I read that right? 172 acres?! Impeccably renovated farmhouse on +-172 acres - what more could you ask for? ~131 acres of this property are located in Cavendish while the other ~41 are in Reading. Enjoy apples straight from the backyard. Listen and watch the brook babble down by the road and enjoy the peace that comes from this lovely home. All new Marvin Elevate windows, all new appliances, new plumbing, new boiler, new electrical panel, new lighting, new paint, new spray foam insulation, new concrete poured in the basement. No detail was too small. All the work has been done so you can simply move in and enjoy. With 4 bedrooms plus an office there is plenty of space for everyone to feel comfortable. With one bedroom downstairs, it is possible to age in place and have single level living should one want to! Along with the house is an oversized two car two story garage and separate barn. ~15 minutes to the South Woodstock general store, this is the perfect spot to stay nearby but still experience vast amounts of privacy through the land. More exterior photos coming soon. Schedule a private showing.

Listed by Franchesca Collins and Holly Hall of Hall Collins Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 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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36 Sunrise Drive South Hero VT 05486

South Hero, VT36 Sunrise Drive

Price$1,300,000

Est. Mortgage: $/month

MLS Number 5066518

  • Residential Single Family
  • Full Bath 1
  • Address 36 Sunrise Drive
  • Construction Existing
  • Bedrooms 3

Welcome to your perfect Lake Champlain getaway and proven income producer! This beautifully updated and fully furnished lakefront home offers the ideal blend of relaxation, recreation, and revenue. Currently operating as a very successful new Airbnb with exceptional reviews and repeat guests already underway, this property is truly turnkey for investors or those seeking a personal waterfront retreat with income potential. Step inside to a bright and open living area with panoramic lake views, modern finishes, and comfortable furnishings. The stylish kitchen, cozy bedrooms, and thoughtfully designed layout maximize comfort for both short and extended stays. Outside, enjoy your own private lake access for swimming, kayaking, or simply soaking in the breathtaking sunrises over the Adirondacks. Whether you're looking to continue its strong rental history or keep it as your own private escape, this property delivers the best of both worlds-effortless ownership and endless enjoyment. Just minutes from local dining, marinas, and year-round recreation, it's an unbeatable opportunity to own a piece of Lake Champlain paradise with proven income potential! Comes fully furnished, turnkey, and ready to be enjoyed!

Listed by Blake Gintof of Signature Properties of Vermont

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$
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$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 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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88 Upper Hollow Hill Road Stowe VT 05672

Stowe, VT88 Upper Hollow Hill Road

Price$1,300,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5072853

  • Residential Single Family
  • Full Bath 2
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4

Travel from the village of Stowe into the “Hollow,” where the drive itself sets the stage-rolling hills and Mt. Mansfield views unfolding before you approach a newly updated 3 bedroom, 4 bathroom retreat that feels like a storybook escape. Surrounded by mature trees and abundant wildlife, with wild turkeys often roaming the property, this home invites you to slow down and fully embrace mountain living. Relax fireside by one of the stone gas fireplaces while enjoying the Mt. Mansfield view, unwind beside the neighboring babbling brook or gather around the indoor pool-each offering its own way to enjoy the peaceful setting. When it's time to host overnight guests, privacy comes easily, with every bedroom offering its own ensuite bath, ensuring comfort for family and friends alike. Primary suite options provide flexibility to suit your lifestyle: choose the entire upper level as a private sanctuary, or opt for a secluded main-level suite at the far end of the home. Single-level living is entirely possible in this house, with key amenities thoughtfully arranged on one floor while still allowing plenty of space to spread out. Set on 4.3 acres, the land offers room for future expansion, whether that includes a garage, an ADU, or both. From this Stowe Hollow location, you can easily bypass Stowe village traffic to get to the ski resort or Trapp Family Outdoor Center. Commuting to Burlington is equally convenient, with streamlined access to Route 100 and I-89. Sold furnished.Happy to show the property live or virtually!

Listed by Caroline Marhefka of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 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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882 Mitchell Road Shrewsbury VT 05738

Shrewsbury, VT882 Mitchell Road

Price$1,300,000

Est. Mortgage: $/month

MLS Number 5076056

  • Residential Single Family
  • Full Bath 1
  • Address 882 Mitchell Road
  • Construction Existing
  • Bedrooms 4

Snowlight Farm spans 137 acres along the western slopes of the Green Mountains, with sweeping views across the Green Mountains to the Taconic Range. The offering includes a 2,692 square foot Federal-style farmhouse, built in 1812, with four bedrooms and 1.5 baths, complemented by a circa-1850 repurposed barn with 2,065 square feet of living space including four bedrooms and 3.25 baths. The early 19th-century main house has the kind of proportion and presence that only time can give, elegant, grounded, and deeply Vermont, while benefiting from extensive renovations completed in 2025. Original doors, period hardware, and wide-plank pine floors remain throughout. The kitchen features slate countertops, a six-burner BlueStar gas range with dual ovens, a Sub-Zero four-drawer refrigerator, and a Galley farm sink. The mid-19th-century barn was thoughtfully reimagined into two residences: a three-bedroom residence on the upper levels and a one-bedroom residence below, each with a full kitchen and private entrance--ideal for extended family or guests. A cold, clear spring provides water for both homes. Two branches of a brook wind through the land. Approximately 27 acres of open meadow, currently in active agriculture, along with managed woodland, are enrolled in Current Use and protected by a conservation easement held by the Vermont Land Trust. This is a property that invites stewardship, whether for farming, conservation, recreation, or simply living well. Within Shrewsbury, enjoy access to the Long Trail and the 1,850-acre Plymsbury Wildlife Management Area, with miles of trails for walking and cross-country skiing. Killington and Okemo are close by, and Rutland Regional Airport is less than five miles away.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 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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580 Cross Road Londonderry VT 05155

Londonderry, VT580 Cross Road

Price$1,300,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5090584

  • Residential Single Family
  • Full Bath 3
  • Address 580 Cross Road
  • Construction Existing
  • Bedrooms 4

Thoughtfully designed with both craftsmanship & efficiency in mind, the home exceeds modern energy standard, achieving an impressive energy efficient rating. 3-bedroom, 2-bath barn-style residence with 1-bedroom guest house & sauna. The 5BR Wastewater permit allows for potential future expansion/addition. A Masterful fusion of heritage & refined elegance, situated on 5.4 pristine acres. Absorb the beauty of reclaimed exposed overhead beams, while expansive floor-to ceiling custom-crafted windows capture mountain vistas & bathe interiors in golden natural light. Large sliding doors open to the melody of a gentle brook & surrounding woods, creating a sense of calm. Step into an expansive open floor concept, with dramatic ceilings that amplify the home's sense of scale. The Shaker style inspired chef's kitchen is well equipped with new Unique brand appliances, salvaged soap stone sink, open cabinetry & a custom breakfast bar. The dining room is furnished with a refurbished-custom dining table, creating the feel of farm fine dining. The primary suite is a true sanctuary, featuring a spa-inspired ensuite bath with striking VT green slate walk-in shower, clawfoot bathtub, artisan sink, &curated furnishings that exude warmth & sophistication. Accompanied by a loft that serves as a bonus room or office, the 2nd level adds a spacious dimension to the home. Two additional bedrooms offer generous space for family or guests, with views of the surrounding woods & mountains. A luxurious bathroom features a vintage sink & a free-standing tub. The accessory dwelling is a tree house like structure, with 1 Bedroom, 1 bathroom, full kitchen, private hot tub & sauna. This space is ideal for guest to unwind & enjoy a spa-like experience. Every space is thoughtfully designed to offer a lifestyle where nature's beauty and exquisite-yet rustic craftsmanship meet. Owner is licensed realtor.

Listed by Loana Sargent and Trent Stephens of Wohler Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 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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534 Cream Hill Road Mendon VT 05701

Mendon, VT534 Cream Hill Road

Price$1,300,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5084373

  • Residential Single Family
  • Full Bath 2
  • Address 534 Cream Hill Road
  • Construction Existing
  • Bedrooms 4

You have arrived! How soon you leave again is up to you. Drive around your paved circular driveway into the attached 2 car garage. Step into your sprawling, resort style home offering breathtaking views from every window. Take a plunge into your heated indoor pool or relax in the sauna all located in a climate controlled room with plenty of glass to bring the sunshine in. The primary suite includes a seperate living room to truly make you feel like you are in the lap of luxury. The primary bathroom offers a large whirlpool tub, steam shower, 2 sinks and a bidet. Walk outside onto your secluded deck and enjoy the sunrise while sipping on your coffee. Light a fire in the wood burning fireplace, have some friends over and entertain in your spacious living room, complete with a wetbar. If working from home is what you do, you will find a dedicated office above the garage offering spectacular views of Killington and Pico Mountains. Downstairs you will find a bedroom, full bathroom, living room and plenty of storage space. If reading is your thing, escape to the loft and cozy up with a good book. Attached to the main house, through a breezeway, you will find an in-law apartment with its own seperate entrance. This space can be used to give your guests some extra space to spread out, rental income, or allow family members to age in place. Relax by the pond soaking in the sun. Snowshoe around the yard. Host a tea party in the private garden space. Whatever you like to do to unwind, you can do it here at 534 Cream Hill Road. Centrally located between Rutland and Killington. Schedule your showing today!

Listed by Michelle Lord of Ski Country Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1784 Nelson Hill Road Derby VT 05829

Derby, VT1784 Nelson Hill Road

Price$1,299,999

Est. Mortgage: $/month

MLS Number 5090122

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

Set high above the surrounding countryside with sweeping views toward Salem Lake and the mountains beyond, this exceptional Derby property offers a rare combination of luxury, privacy, and possibility in Vermont's Northeast Kingdom. Set on 14.8 acres, this custom-built home was thoughtfully designed for both comfortable everyday living and unforgettable entertaining. Soaring ceilings, dramatic open living spaces, a stunning stone fireplace, and walls of windows create an unforgettable first impression while bringing the surrounding landscape front and center. The chef's kitchen is truly the heart of the home, featuring a premium appliance package including Miele and Dacor appliances, abundant workspace, custom cabinetry, and seamless flow for gathering and entertaining alike. The spacious primary suite offers a private retreat of its own, complete with its own deck, spa-like bath, and breathtaking views. Upstairs, generously sized guest bedrooms, charming custom details, and inviting spaces throughout create room for everyone to feel at home. Outdoor living is equally compelling, with expansive decking designed to take full advantage of the panoramic setting, whether hosting guests or simply soaking in Vermont's ever-changing seasons. Additional highlights include a heated attached garage, substantial unfinished bonus space above the garage offering incredible future potential, and a large walkout lower level with multiple exterior access points and radiant heat, creating exceptional flexibility for future expansion, recreation, storage, studio space, or work-from-home needs. Generator wiring and a whole house fan add additional practicality and comfort. Whether you're seeking a luxury primary residence, a Vermont getaway, multi-generational living opportunity, or an extraordinary lifestyle property with room to evolve alongside your vision, 1784 Nelson Hill Road is a truly special offering.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 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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475 Brookwood Mendon VT 05701

Mendon, VT475 Brookwood

Price$1,299,000

Est. Mortgage: $/month

MLS Number 5024603

  • Residential Single Family
  • Full Bath 4
  • Address 475 Brookwood
  • Construction Existing
  • Bedrooms 4

Mountain Retreat in an unbeatable convenient location! Discover your dream escape in this stunning 4,160 square-foot mountain retreat, centrally located near Killington and Pico resorts as well as Rutland town center. This spacious home offers a harmonious blend of luxury and nature, featuring over 2,000 square feet of outdoor living space designed for relaxation and entertaining. Step outside to your own private paradise, complete with a sparkling salt water pool and multiple firepit areas-two gas and one wood-burning-perfect for cozy gatherings under the stars. Enjoy breathtaking mountain views and the serene sounds of nature from your expansive patio area. Inside, the open floor plan boasts generous living spaces, a gourmet kitchen, stunning stone fireplace and large windows that invite the beauty of the outdoors in. The Primary suite has its own gas fire place, large walk in closet and attached office space. With ample guest bedrooms including a secondary suite and gathering areas, this home is ideal for family vacations or hosting friends year-round. In addition there is no shortage of storage. This home is equipped with a hallway cedar lined closet, built ins and an exceptionally large laundry room w/ hanging shelves. Whether you're skiing in winter or hiking in summer, this mountain retreat offers the perfect blend of convenience, adventure and tranquility. Don't miss your chance to own this exceptional property in one of Vermont's most sought-after locations!

Listed by Mia Parsons of Douglas Elliman of Vermont LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on May 28, 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 June 8, 2026 7:38 PM EDT