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Very Cool Houses

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1990 East Mountain Road Killington VT 05751

Killington, VT1990 East Mountain Road

Price$1,072,000

Est. Mortgage: $/month

MLS Number 5072455

  • Residential Single Family
  • PricePerSqFt 423.88
  • Full Bath 1
  • Construction Existing
  • Bedrooms 3

Welcome to Bearly Lodge. This turn-key 3 bedroom/ 3 bathroom , plus bonus room, home has recently undergone a major face lift. The exterior has brand new LP Smart siding, new windows throughout the home and an expansive new pressure treated deck. The interior renovations include a monitored commercial alarm system, 3 updated bathrooms, new flooring throughout the home, renovated kitchen with quartz countertops and stainless steel appliances. Located centrally between the K1 Lodge and Bear Mountain, this home offers convenience and functionality. Enjoy the comforts of having a spacious primary suite on the top floor to yourself. Unwind in the living room cozied up near the woodstove. Soak away the day in the hot tub, gather around the dining room table with family and friends or enjoy playing games or watching the game in the dedicated rec/family room. No matter what you are hoping to do while you are Killington, 1990 East Mountain Road makes a perfect home base. This home has great rental income. Schedule your showing today!

Listed by Michelle Lord of Ski Country 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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8 Okemo Acres Road Ludlow VT 05194

Ludlow, VT8 Okemo Acres Road

Price$1,050,000

Est. Mortgage: $/month

MLS Number 5062231

  • Residential Single Family
  • PricePerSqFt 439.33
  • Full Bath 3
  • Address 8 Okemo Acres Road
  • Construction Pre-Construction

Okemo Acres on Okemo Mountain - New Construction Opportunity Located just off Okemo Ridge Access Road and only minutes from Okemo's base lodge, this brand-new 3-bedroom home (with a septic permit for a 4th bedroom) is being built by a highly regarded local builder. The home will be completed within nine months of contract signing, with buyers having the opportunity to collaborate directly with the builder on finishes and details. The two upper levels are designed with an open-concept layout, featuring a custom kitchen with quality appliances, abundant natural light, and a spacious primary suite with a private ensuite bath. The walkout lower level will be fully finished, offering flexible space for recreation, a home office, or guest accommodations. Oversized windows throughout the home will frame the mountain setting and capture beautiful views. Schedule a visit today to explore the land and meet with the trusted local builder to start planning your new Okemo retreat.

Listed by Elissa Scully of Mary W. Davis Realtor & Assoc.,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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46 Carpenters Point Road Ludlow VT 05149

Ludlow, VT46 Carpenters Point Road

Price$1,050,000

Est. Mortgage: $/month

MLS Number 5102603

  • Residential Single Family
  • PricePerSqFt 564.52
  • Full Bath 1
  • Construction Existing
  • Bedrooms 3

Embrace sweet lakefront living in this beautiful home directly on Lake Rescue. The main floor welcomes you with an open kitchen, a dining area, and a cozy living room anchored by a classic brick fireplace, all framing picturesque views of the water. A private primary suite completes this main level for convenient single-story living. Upstairs, you will find a versatile loft space that also overlooks the lake, alongside two additional bedrooms and a full bathroom. Outside, the property features a private dock for your boat, a relaxing patio perfect for watching the lake activity, an outdoor storage shed, and plenty of parking spaces. This prime location offers easy access to Route 100N and sits just five minutes away from Jackson Gore, the local golf course, and the Clocktower Lodge area.

Listed by Elissa Scully of Mary W. Davis Realtor & Assoc.,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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20 West Branch Road Winhall VT 05340

Winhall, VT20 West Branch Road

Price$1,050,000

Est. Mortgage: $/month

Open House

MLS Number 5107687

  • Residential Single Family
  • Next Open House: Sun 10/11 12:00 pm. to 2:00 pm.
  • PricePerSqFt 643.78
  • Full Bath 3
  • Address 20 West Branch Road

Escape to the mountains and enjoy everything Stratton, Vermont has to offer in this fabulous 4 bedroom, 4 bath contemporary home, ideally located on a private cul-de-sac in the heart of Stratton Resort. Designed for gathering with family and friends, the home features a spacious open floor plan with a cathedral-ceiling living room, wood-burning fireplace, open kitchen and dining area, and plenty of room to spread out. The main level features a primary en-suite bedroom. Upstairs, you'll find a second en-suite bedroom, an additional bedroom with a nearby full bathroom, and a private loft perfect for reading, relaxing, or watching TV. The lower level offers a bunk room, full bathroom, and cozy family room with a second wood-burning fireplace - ideal for games, puzzles, and movie nights. With four bedrooms, four bathrooms, two en-suite bedrooms and minisplit units, the home offers plenty of space and comfort for family and friends. Outside, enjoy the hot tub, fire pit, deck with grill, stone patio, and flat one-acre lot - perfect for outdoor fun and winter sledding. During the winter season, the home is conveniently located on the Stratton Mountain shuttle route, making trips to and from the slopes easy. A large garage provides plenty of storage for skis, snowboards, bikes, and paddleboards. From ski days and warm fires to summer grilling and evenings in the hot tub, this beautiful Stratton retreat is made for year-round Vermont vacations. This property offers an opportunity to skip the waiting list for the Stratton Mountain Club! Don't miss out!

Listed by Mary Kate Grey of Stratton Real Estate

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$
%
$/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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229 Piney Woods Road Monkton VT 05469

Monkton, VT229 Piney Woods Road

Price$1,049,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5097201

  • Residential Single Family
  • PricePerSqFt 373.18
  • Full Bath 2
  • Address 229 Piney Woods Road
  • Construction Existing

This home was originally built in 1999 by a respected local builder, and is privately situated on a 9.5 acre lot off a quiet, rural road. The current owners began extensive renovations in 2022, adding a new screened in porch, stone patios, covered entryways and exterior doors, master bath, kitchen with granite countertops and stainless steel appliances, foam insulation, gas fireplaces, and mini splits for the second floor. The east entryway has benches and built-ins, leading to an open floor plan kitchen, living room, and dining room. Also on the first floor is a downstairs 3/4 bath, pantry, office space, and den. Up the curved staircase are a library sitting area, three bedrooms, and a lavish master bath with large shower and a soaking tub. The two other bedrooms share a full bathroom. The third floor insulated attic is accessed via a hidden spiral staircase and offers room for additional expansion, if needed. There are cherry floors upstairs, with a combination of cherry and tile floors on the first floor. A large pond has been added, great for swimming and sunset evenings by the fire pit. A 14 kW solar array has been situated away from the house, with two Tesla Powerwall batteries in the basement giving a total of 27kW of battery back up. There is EV charging in the garage, and the barn is wired for a second EV charger, if needed. Lastly, a 48x48' barn with a 10' garage door, insulated shop space, mini splits, 3-phase power, and covered exterior equipment storage was built in 2023.

Listed by Bill Martin and Phyllis Martin of Greentree 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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13 High Street Woodstock VT 05091

Woodstock, VT13 High Street

Price$1,040,000

Est. Mortgage: $/month

Active With Contract

MLS Number 5105489

  • Residential Single Family
  • PricePerSqFt 583.61
  • Full Bath 2
  • Address 13 High Street
  • Construction Existing

Woodstock Village Home~ A rare opportunity to enjoy the best of Woodstock Village living from this charming and beautifully updated 3-bedroom, 2-bath home, once the town's blacksmith shop. Just steps from the heart of the village, you can leave the car at home and walk to shops, restaurants, galleries, cafs, and everything that makes Woodstock one of Vermont's most beloved destinations. Inside, an open-concept floor plan, beautiful wood floors, and abundant natural light create a warm and inviting atmosphere. Recent improvements include a new heat pump providing efficient heating and air conditioning, electrical upgrades, interior painting, and extensive basement work, enhancing both comfort and functionality. Outside is where this village property becomes truly special. The spacious fenced yard borders the Kedron Brook, creating a surprisingly peaceful setting in the heart of town. Relax on the deck and listen to the water, enjoy the newly planted fruit trees, or step through the yard to the nearby village footbridge spanning the brook--a picturesque connection to the surrounding neighborhood. Historic character, thoughtful improvements, a wonderful yard, and an exceptional walkable location come together in a home that captures the charm and ease of life in Woodstock Village.

Listed by Debra Staniscia 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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350 Sunset Lake Road Newfane VT 05362

Newfane, VT350 Sunset Lake Road

Price$1,000,000

Est. Mortgage: $/month

MLS Number 5089719

  • Residential Single Family
  • PricePerSqFt 275.33
  • Full Bath 3
  • Address 350 Sunset Lake Road
  • Construction Existing

Experience the timeless charm of Vermont living at this beautifully renovated farmhouse estate sitting on 92 acres in Newfane Vermont. Originally restored and thoughtfully updated, this exceptional antique farmhouse seamlessly blends historic character with modern comfort and convenience. Unlike many older homes, this property features expansive rooms, high ceilings, wood floors, abundant natural light, and generous storage. For ease of ownership there is an automatic propane generator and the septic was redesigned in 2022. In addition to all of this is a beautifully crafted timber frame barn that utilized reclaimed beams from the original structure on the property. Rich in authentic New England character, the home showcases exposed hand-hewn beams, a stunning chef's kitchen with custom cabinetry, a massive stone hearth with a traditional beehive oven, and a unique gardener's foyer complete with workspace and cast-iron wash sink. The spacious first-floor primary suite offers cathedral-beamed ceilings, a charming loft area, and a private retreat-like atmosphere. A sun-filled four-season sunroom overlooks the beautifully landscaped grounds and perennial gardens. Set on a large lot of private Vermont countryside, the property includes antique stone walls, approximately 5 acres of open meadowland, apple trees, maintained walking trails, and a large fenced garden area. Outdoor enthusiasts will appreciate the close proximity to Sunset Lake, located just a half mile away for kayaking, paddling, and peaceful recreation. Ideally located just minutes from downtown Brattleboro and only 1.5 miles from a paved road, this private country estate offers the perfect blend of seclusion, convenience, and the idyllic Vermont lifestyle. Whether you are seeking a homestead, equestrian property, country retreat, or full-time residence, this one-of-a-kind Vermont farmhouse is a rare opportunity to own a truly special piece of New England paradise.

Listed by Keith Nowak 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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22 Park Street Jericho VT 05489

Jericho, VT22 Park Street

Price$1,000,000

Est. Mortgage: $/month

MLS Number 5112575

  • Residential Single Family
  • PricePerSqFt 537.92
  • Village Jericho
  • Address 22 Park Street
  • Construction Existing

A renovated home, a three-unit development opportunity, and an additional single family building lot - all in one remarkable Jericho property! Set on approximately 1.4 acres in Jericho's Village Center, 22 Park Street offers an unusual combination of a beautifully renovated move-in ready 3-bedroom home, a substantial second building with mixed-use potential and zoning to match, and an additional homesite for a future 3-bedroom residence with the infrastructure already in place. The existing home is ready to enjoy, with an updated kitchen and bath, inviting living spaces, and newly installed mini-splits. Next door, a former print shop/apartment presents an opportunity to create something entirely your own. Current plans envision three apartments totaling approximately 3,394 square feet, with a combination of one-, two-, and three-bedroom layouts. The building has been extensively improved, including reframing, new insulation and updated siding. Finish the apartments as planned, explore a residential and business combination, or adapt the space to you! The current owner has also completed significant improvements to the property's infrastructure, including a new septic system designed to serve the existing home, three apartments, and future 3-bedroom residence. Other improvements include: new main water line, new utility pole and main electrical cable. Natural gas is on site, electric is separately metered, and the permitted driveway/road has been curb-cut and completed, providing plenty of parking and access to the additional building opportunity. Imagine living in the existing home while completing the apartments and building your dream home out back. Create an income-producing property, establish a live/work arrangement, or bring together multiple living spaces for a private, multigenerational compound. With a move-in-ready home, substantial improvements already completed, and multiple paths forward, this is a property that invites you to think beyond the ordinary.

Listed by Sandy Palmer of Vermont Real Estate Company

$
$
%
$/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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1 Sage Road Underhill VT 05490

Underhill, VT1 Sage Road

Price$1,000,000

Est. Mortgage: $/month

MLS Number 5111327

  • Residential Single Family
  • PricePerSqFt 408.66
  • Full Bath 2
  • Address 1 Sage Road
  • Construction Existing

Some homes feel as though they have always belonged to the land around them. 1 Sage Road is one of those rare places. Set on approximately 30.5 acres at the base of Mount Mansfield, this extraordinary Vermont property was hand built by its longtime owner, renowned local stonemason Matt Parisi, and has been loved since 1957. From the moment you arrive, the setting feels almost storybook: a stone carriage barn, the Mount Mansfield ridgeline beyond, and a full stone and brick masonry home that could never be replicated the same way today. Step inside and you are transported. Verde Antique marble from a Vermont quarry anchors the living room, where a wood-burning fireplace invites you to settle in. Locally sourced beams, stone gathered from Underhill and across Vermont, Tennessee marble floors with radiant electric heat, and a dramatic dining room with an exposed stone wall and fireplace give the home a timeless, old-world character. The main house feels part Vermont homestead, part European country retreat. Just beyond it, the carriage garage continues the magic with large windows, a half bath, laundry, and a private 1-bedroom apartment above with its own utilities. The land is every bit as extraordinary as the buildings. The home sits on a knoll overlooking a beautiful beaver pond before the property rises into enchanting woods that border Mount Mansfield State Forest, connecting you directly to thousands of acres of protected mountain landscape. Hike, ski, snowshoe, climb, explore, or simply wander from your own backyard, an exceptionally rare setting where the forest feels like an extension of home. This is more than a home. It is craftsmanship, history, landscape, and love woven together over generations, a legacy property ready for its next chapter.

Listed by Holmes & Eddy of KW Vermont

$
$
%
$/month over payments
Federal 30-year interest rate: 7.28% last updated on Oct 1, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave 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 6, 2026 6:38 PM UTC