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Rutland County

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1267 Kelley Hill Road Pawlet VT 05761

Pawlet, VT1267 Kelley Hill Road

Price$1,499,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5085226

  • Residential Single Family
  • Full Bath 1
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 4,020

Pawlet Perfection! High on a quiet country road, surrounded by open meadows, is that rare combination of peaceful country retreat and grand historic home. This enchanting compound sits on 32 +- acres with protected majestic mountain views and includes a classic 1817 Federal farmhouse, a dramatic two story barn, original blacksmith shop, milk house, open tractor shed, and other functional outbuildings (ripe for cottage conversion). Sensitively restored and updated for modern living, the residence offers crisp spacious rooms with high ceilings and beautiful historic details like original wrought iron hardware and wide plank flooring. The gracious floor plan includes a wide center stair hall surrounded by an elegant living room, a library with floor-to-ceiling built-in bookshelves on every wall, with a passthrough into the formal dining room, and first floor bedroom/study with an adjacent full bath. All of these rooms boast expansive closets and wood-burning fireplaces with original marble hearths. A mid 19th century addition houses the modern kitchen with new Italian appliances, multiple pantries, and a large breakfast area wrapped in a wall of windows facing the exquisite westerly sunset vistas. Upstairs, four large BRs with two window exposures and generous closets plus a bath w/ walk-in shower round out this comfortable home. The attic is finished providing functional art/work space and storage. High-speed fiber and updated mechanicals, including radiant heat throughout the entire first floor. A Peaceful Four Season Paradise minutes to Pawlet Village, nearby Dorset & Manchester amenities, plus hiking, skiing, rail trail, equestrian pursuits, lake and river recreation, farmers markets, music, art & theater! The parcel has a second building area with a state waste water permit for a 5 bedroom home with buried electric and junction box on site to create a fantastic family, friends or corporate compound!

Listed by Laura Beckwith and Elizabeth Romano of Josiah Allen Real Estate, Inc.

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Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

563 Rim Road Killington VT 05751

Killington, VT563 Rim Road

Price$1,495,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5076203

  • Residential Single Family
  • Full Bath 1
  • Address 563 Rim Road
  • Bedrooms 4
  • Bathroom 5

The Queen's Croft-A Luxurious 4-Bedroom, 5-Bath Custom Vacation Home less than 2 miles to Bear Mountain. Built in 2007 and spanning three beautifully finished levels, this fully furnished and equipped 4,000 sq ft custom home offers the ideal blend of luxury, comfort, and convenience. The property features many thoughtfully designed rooms, and high quality details like heavily-insulated 2x6 construction, 12-inch on center deck framing, and 200 amp electrical service. Private Setting & Exceptional Outdoor Living located on peaceful, wooded, 1.1 acre lot, the home features a large deck for outdoor dining and relaxation, plus a private hot tub for unwinding after a day on the mountain. Ample parking ensures easy access for owners and guests alike. Designed for Mountain Living. Both the upper and lower entryways offer exceptional storage solutions, with the lower foyer offering storage for skis and boards, as well as a custom drying rack for wet boots and gear-keeping everything organized and ready for your next adventure. A striking stone, wood-burning fireplace anchors the main living area, creating a warm and inviting gathering space. Spacious & Fully Appointed. With four bedrooms and five bathrooms across three levels, the layout provides comfort and privacy for groups of all sizes, and the spacious chef's kitchen is perfectly appointed for feeding a hungry crowd. The home comes fully furnished and turnkey, allowing you to step right into the mountain lifestyle without lifting a finger. Strong Rental History. This property has an established rental track record, making it an excellent option for buyers seeking both personal enjoyment and investment potential. Don't miss this rare opportunity to own a luxurious, well maintained mountain retreat in one of Killington's most desirable locations. Ready for immediate enjoyment and income generation, call today to schedule a private showing.

Listed by Bret Williamson of Killington Valley Real Estate

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

960 East Pittsford Road Rutland Town VT 05701

Rutland Town, VT960 East Pittsford Road

Price$1,450,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5064755

  • Residential Single Family
  • Full Bath 3
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,262

HALF MILLION DOLLAR PRICE ADJUSTMENT. A working equestrian estate that lives like a luxury country retreat. Exceptional curb appeal begins with a paved driveway lined by handsome wood posts and lanterns. Set on 28 acres with breathtaking views of the Green Mountains and Killington and Pico peaks, this 1850s farmhouse was taken down to the studs and exquisitely renovated with exceptional craftsmanship. The gourmet kitchen features granite countertops, cherry cabinetry, high-end appliances, and a generous island with seating that opens to inviting dining and living areas designed for entertaining. The first floor offers a bedroom, laundry, half bath, flex space, and screened porch overlooking the pastures. Upstairs includes a spacious office, two bedrooms with a Jack-and-Jill bath, and a primary suite with vaulted ceilings, hand-hewn beams, a soaking tub, a steam shower, and dual walk-in closets. Above the heated four-car garage is a 1,500 sq ft apartment that generates excellent Airbnb income or serves as ideal guest quarters. Outdoor living features a heated 40-foot saltwater pool, a fire pit, and a charming pool bar with a changing room. Equestrian facilities include a rare 17-stall barn with run-outs and an attached 120 x 66 indoor arena surrounded by multiple paddocks and lush pastures. Located in desirable Rutland Town with excellent schools and high school choice, minutes to Killington and Pico ski areas, and 20 minutes to Lake Bomoseen. NOW THIS IS LIVING VERMONT STYLE!

Listed by Freddie Ann Bohlig of Four Seasons Sotheby's Int'l Realty

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

96 Old Coach Road Killington VT 05751

Killington, VT96 Old Coach Road

Price$1,300,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5060021

  • Residential Single Family
  • Full Bath 2
  • Address 96 Old Coach Road
  • Bedrooms 5
  • Bathroom 4

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

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

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Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

534 Cream Hill Road Mendon VT 05701

Mendon, VT534 Cream Hill Road

Price$1,300,000The price has recently decreased

Est. Mortgage: $/month

Active With Contract

MLS Number 5084373

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

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

475 Brookwood Mendon VT 05701

Mendon, VT475 Brookwood

Price$1,299,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5024603

  • Residential Single Family
  • Full Bath 4
  • Address 475 Brookwood
  • Bedrooms 4
  • Bathroom 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

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1450 Clarendon Avenue West Rutland VT 05777

West Rutland, VT1450 Clarendon Avenue

Price$1,200,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5091163

  • Residential Single Family
  • Full Bath 2
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 5,616

Set on approximately 49 acres of picturesque Vermont countryside, this extraordinary property offers exceptional privacy, natural beauty, and the rare advantage of two separate homes-perfectly suited for a primary residence with an entertaining guest house, multi-generational living, or short-term rental opportunity. This one-of-a-kind offering provides space, comfort, and endless four-season recreational potential. The main home is filled with natural light, highlighted by expansive windows that frame the surrounding landscape. Thoughtfully designed for both everyday living and hosting, it features two bedrooms, two and a half baths, and a dedicated office space ideal for remote work. Two inviting living rooms create flexible gathering spaces, while the fully equipped kitchen serves as the heart of the home. Rooftop access offers a unique vantage point to take in sweeping countryside views, and central air ensures year-round comfort. The second home functions beautifully as an entertaining guest house, offering four bedrooms, two and a half baths, an additional kitchen and living room designed for hosting family and friends. A bonus room provides even more versatility for recreation, a game room, gym, or studio. Below the homes, a substantial four-bay garage offers abundant storage for vehicles, outdoor equipment, and seasonal gear. The land itself is a private playground, complete with a pond and expansive acreage to create trails for hiking, snowshoeing, or ATV riding. Enjoy sledding in winter, wildlife watching, and peaceful seclusion in every season. Ideally located near Pico Mountain, Killington Resort, and Okemo Mountain Resort, as well as the charming town of Manchester, the property is approximately three hours to Boston and four and a half hours to New York City. A rare opportunity to own a truly special Vermont retreat offering both lifestyle and investment appeal.

Listed by Hughes Group Team of Casella Real Estate

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

2734 Healdville Road Mount Holly VT 05730

Mount Holly, VT2734 Healdville Road

Price$1,185,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 5075959

  • Residential Single Family
  • Full Bath 1
  • Address 2734 Healdville Road
  • Village Belmont
  • Bedrooms 4

Set at an inspiring elevation of over 2,100 feet, this contemporary mountain retreat connects you to the natural world while offering luxurious modern comfort. The home features stunning 180-degree, east-to-west views, showcasing dramatic nightly sunsets and distant Adirondack peaks. Built in 2021, this residence includes four bedrooms and five bathrooms, along with recent, valuable additions: an oversized two-car garage, a mudroom, and a private upstairs guest suite. Live effortlessly and sustainably with a 15kW solar system, battery backup, and an EV charger. Situated on 6.2 acres with natural stonework, the property offers deep privacy and calm. The location is superb for the outdoor enthusiast and commuter alike: it's just a morning stroll to charming Belmont Village for coffee, 15 minutes to Okemo Mountain Resort, and within a 35-minute drive of Killington, Bromley, and Magic Mountain, making it ideal as a primary residence or an unforgettable vacation home.

Listed by Gail Beardmore of Engel & Volkers Okemo

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

520 Barrows Towne Road Killington VT 05751

Killington, VT520 Barrows Towne Road

Price$1,150,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 5086259

  • Residential Single Family
  • Full Bath 1
  • Bedrooms 3
  • Bathroom 5
  • Square Feet 2,867

Welcome to your Killington, Vermont retreat. The location is exceptional, abutting one of Vermont's top rated golf courses, Green Mountain National. Kent Pond is around the corner, maintained mountain bike trails nearby, and just five minutes to the Killington Access Road for endless fun. This beautifully renovated property, with seasonal mountain views, combines an original log home with a thoughtfully designed addition completed in 2021, and is generator ready for peace of mind in every season. Step inside to the main living area, where the open concept floor plan is ideal for entertaining. After a day of outdoor adventure, settle into the living room beside the wood burning fireplace and take in the striking floor to ceiling fieldstone hearth. The main level primary ensuite, part of the newer addition, offers a walk-in closet, custom tiled shower, and in unit washer and dryer. Just below, the lower level off the primary includes a spacious workout room, office, and full bathroom. The lower level of the original log home provides additional hangout and recreational space, a guest bedroom, a renovated bathroom, and flexible space to suit your needs. For those who prefer to be closer to the heart of the home, an additional cozy bedroom with a half bath is located above. Step out from the covered porch to a well-appointed outdoor space featuring a hot tub and custom stone patio with a large firepit. Set apart from the home is a detached garage with custom doors and finished space above. This property is well suited as a primary residence, vacation retreat, or short-term rental investment. A rare opportunity to own a thoughtfully updated Vermont property in one of Killington's most desirable settings. Don't miss it.

Listed by Will Spanos of KW Vermont-Killington

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

170 Cones Point Road Poultney VT 05765

Poultney, VT170 Cones Point Road

Price$1,150,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 5086295

  • Residential Single Family
  • Full Bath 2
  • Address 170 Cones Point Road
  • Bedrooms 3
  • Bathroom 2

Showings will begin starting May 4, 2026, on this Year-Round, Furnished 3-bedroom, 2 bath home on beautiful Lake Saint Catherine. 150' of lake front, with lots of level yard to entertain, relax, play games and more. This Cones Point location is away from the traffic, but only a quick walk through the woods to Mini-Golf, Ice Cream, Sandwiches and other necessities. Large, screened porch facing the lake. Firepit area with seating. 2 car detached garage & storage building. Kitchen with eat-at counter, stainless steel appliances and lots of storage. Dining Room, open to the kitchen, with views of the lake. Living Room with fireplace leads to lovely screened in porch with lots of seating. Primary bedroom with private bath, plus 2 additional bedrooms on the opposite end of the house. Full bath with washer and dryer. Small entrance/ mudroom from the back of this home also leads to the full basement with lots of potential uses. The sellers are relocating out of the area for personal reasons, or they would never be selling this gem, that they love so much. This home is great for relaxing and lovely for entertaining with all of the features one would want in a lake front home. The views, the sunsets, the water frontage, the yard are all spectacular. Fully furnished and ready to go for this season. Comes with dock and boat lift. Oversized 2 car garage offers storage above and to the side. Paved Driveway done over in 2025.

Listed by Rebecca Dittmeier of Country Horizon Realty

{$office->Name}

Union Street Media
444 South Union Street
Burlington VT, 05401
Office: 802.865.3332

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 6.48% last updated on 2026-06-04

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 9, 2026 9:54 AM EDT

 

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